CN109232563A - A kind of preparation method of 5- bromo-7-azaindole - Google Patents
A kind of preparation method of 5- bromo-7-azaindole Download PDFInfo
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- CN109232563A CN109232563A CN201811258255.2A CN201811258255A CN109232563A CN 109232563 A CN109232563 A CN 109232563A CN 201811258255 A CN201811258255 A CN 201811258255A CN 109232563 A CN109232563 A CN 109232563A
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
Abstract
The present invention relates to pharmaceutical technology fields, and disclose a kind of preparation method of 5- bromo-7-azaindole, the following steps are included: preparing 2-aminopyridine 200-500 milligrams first, 100-150 milligrams of dimethyl sulfoxide, 500-800 milligrams of sodium carbonate liquor, 100-200 milligrams of 7- azaindole, 500-700 milligrams of anhydrous sodium sulfate, 50-60 milligrams of N- bromo-succinimide, 20-30 milligrams of ethyl acetate, 600-800 milligrams of bromine, 100-300 milligrams and 600-800 milligrams of -2- sulfonate sodium of dihydro -7- azaindole of alcohols solvent, user takes 200-500 milligrams of 2-aminopyridine and 100-200 milligrams of 7- azaindole heating to remain to take, then by the 2-aminopyridine of heating 200-500 milligrams and 100-200 milligrams of 7- azaindole taking-ups.The preparation method of the 5- bromo-7-azaindole, a total of four step can be prepared by 5- bromo-7-azaindole crude product, preparation method is simple, operation difficulty is low, it is lower to the requirement for preparing environment, user, which puts into lesser cost, can biggish harvest, eliminate the worry of user, the preparation for the person of being convenient to use.
Description
Technical field
The present invention relates to pharmaceutical technology field, specially a kind of preparation method of 5- bromo-7-azaindole.
Background technique
Chemicals refers to the pure substance and mixture of various elements composition, and either natural is still artificial, according to the U.S.
Chemical abstracts logs in, and up to 7,000,000 kinds of the existing chemicals in the whole world, wherein have more than 100,000 as commodity listing, warp
What is be often used has more than 70,000 kinds, and chemicals, which newly occurs, in the annual whole world more than 1000 kinds, according to the degree of danger and class of chemicals
Not, the warning of the extent of injury is carried out respectively with " danger ", " warning " and " attention " three words.
Traditional 5- bromo-7-azaindole preparation process is complicated, using 2-aminopyridine as raw material, by bromination, coupling, pass
Ring forms, such methods trivial operations, complex process, and reaction is not easy to control, and yield is lower, and user is in the preparation bromo- 7- nitrogen of 5-
It generally requires to devote a tremendous amount of time when miscellaneous indoles, and 5- bromo-7-azaindole degree of purity obtained is lower, investment and harvest are not
It is proportional, so propose a kind of preparation method of 5- bromo-7-azaindole.
Summary of the invention
(1) the technical issues of solving
In view of the deficiencies of the prior art, the present invention provides a kind of preparation method of 5- bromo-7-azaindole, has cost
It is low, the advantages that 5- bromo-7-azaindole ratio is high is made, solves traditional 5- bromo-7-azaindole preparation process complexity, with
2-aminopyridine is raw material, is formed by bromination, coupling, cyclization, such methods trivial operations, complex process, is reacted not easily-controllable
System, yield is lower, and user generally requires to devote a tremendous amount of time when preparing 5- bromo-7-azaindole, and 5- obtained is bromo-
7- azaindole degree of purity is lower, the investment problem disproportionate with harvest.
(2) technical solution
It is above-mentioned at low cost to realize, the high purpose of 5- bromo-7-azaindole ratio is made, the present invention provides following technical side
A kind of case: preparation method of 5- bromo-7-azaindole, comprising the following steps:
1) prepare 2-aminopyridine 200-500 milligrams, 100-150 milligrams of dimethyl sulfoxide, sodium carbonate liquor 500-800 milli
Gram, 100-200 milligrams of 7- azaindole, 500-700 milligrams of anhydrous sodium sulfate, 50-60 milligrams of N- bromo-succinimide, acetic acid
20-30 milligrams of ethyl ester, 600-800 milligrams of bromine, 100-300 milligrams of alcohols solvent and dihydro -7- azaindole -2- sulfonate sodium
600-800 milligrams, user takes 200-500 milligrams and 100-200 milligrams of 7- azaindole of 2-aminopyridine to be heated to 50-60 and takes the photograph
Family name's degree remains to take；
2) 200-500 milligrams of the 2-aminopyridine that would be heated to 50-60 degrees Celsius and 100-200 milligrams of 7- azaindole take
Out, it mixes, is stirred using glass bar with 150 rpms of frequency, dimethyl sulfoxide 100-150 milligrams in batches are added ten minutes later
With 500-800 milligrams of sodium carbonate liquor, obtain mixture 1, mixture 1 poured into beaker, mixture 1 is heated to 80-85 and is taken the photograph
Family name's degree, user's glass bar stir mixture 1 three ten minutes to 40 minutes with 300 rpms of frequency clockwise, stirring
After stop heating, object 1 to be mixed is cooled to room temperature, and stands 3-5 hour, and object 1 to be mixed sufficiently reacts, and adds after stratification
Add 100-300 milligrams and 600-800 milligrams of -2- sulfonate sodium of dihydro -7- azaindole of alcohols solvent, obtains mixture 2；
3) 50-60 milligrams of N- bromo-succinimide, 20-30 milligrams of ethyl acetate and 600-800 milligrams of bromine mixing are taken,
It is added in mixture 2, is stirred 5 minutes with 500 rpms of frequency at room temperature after adding, stand 8-10 hours, TLC contact plate
It tracks, pale red crystallization, end of reaction is gradually precipitated in solution；
4) solution that pale red crystallizes will be precipitated to filter, and will be washed with a small amount of, and be added anhydrous sodium sulfate 500-700 milligrams and do
Dry dehydration, solvent removed by vacuum obtain crude product, and required 5- bromo-7-azaindole is made, is collected into glass storing bottle, is stored in dry
Dry ventilation.
Preferably, anhydrous sodium sulfate 500-700 milligrams of the concentration is 25 percent, the alcohols solvent 100-
300 milligrams are methanol, ethyl alcohol or isopropanol.
Preferably, passing through activation processing, the ethyl acetate 20-30 using preceding for described dimethyl sulfoxide 100-150 milligrams
The degree of purity of milligram is 95 or more percent.
Preferably, it is saved in the environment of before at subzero 15 degree or so for described bromine 600-800 milligrams, the N-
50-60 milligrams of bromo-succinimide, 20-30 milligrams of ethyl acetate and 600-800 milligrams of bromine of reaction molar ratio are 1:
1.2-1.2:1.25。
Preferably, the degree of purity of 100-200 milligrams of the 7- azaindole is 80 percent, the 7- azaindole
100-200 milligrams are being passed through activation processing using preceding.
(3) beneficial effect
Compared with prior art, the present invention provides a kind of preparation methods of 5- bromo-7-azaindole, have following beneficial
Effect: the preparation method of the 5- bromo-7-azaindole, by the 2-aminopyridine 200-500 milli that would be heated to 50-60 degrees Celsius
Gram and 100-200 milligram of 7- azaindole taking-ups, mixing, using glass bar with the stirring of 150 rpms of frequency, ten minutes later
Dimethyl sulfoxide 100-150 milligrams and sodium carbonate liquor 500-800 milligrams in batches are added, mixture 1 is obtained, mixture 1 is poured into
Mixture 1 is heated to 80-85 degrees Celsius by beaker, and user's glass bar is stirred clockwise with 300 rpms of frequency
Object 1 three ten minutes to 40 minutes, stop heating after stirring, object 1 to be mixed is cooled to room temperature, and 3-5 hours is stood, to mixed
It closes object 1 sufficiently to react, alcohols solvent 100-300 milligrams of addition and dihydro -7- azaindole -2- sulfonate sodium after stratification
600-800 milligrams, mixture 2 is obtained, a total of four step can be prepared by 5- bromo-7-azaindole crude product, and preparation method is simple,
Operation difficulty is low, lower to the requirement for preparing environment, and user, which puts into lesser cost, can biggish harvest, and eliminating makes
The worry of user, the preparation for the person of being convenient to use.
Specific embodiment
Below in conjunction with the embodiment of the present invention, technical solution in the embodiment of the present invention is clearly and completely retouched
It states, it is clear that described embodiments are only a part of the embodiments of the present invention, instead of all the embodiments.Based on the present invention
In embodiment, every other implementation obtained by those of ordinary skill in the art without making creative efforts
Example, shall fall within the protection scope of the present invention.
A kind of embodiment one: preparation method of 5- bromo-7-azaindole, comprising the following steps:
1) prepare 200 milligrams of 2-aminopyridine, 100 milligrams of dimethyl sulfoxide, 500 milligrams of sodium carbonate liquor, 7- azaindole
100 milligrams, 500 milligrams of anhydrous sodium sulfate, 50 milligrams of N- bromo-succinimide, 20 milligrams of ethyl acetate, 600 milligrams of bromine,
100 milligrams and 600 milligrams of sulfonate sodium of dihydro -7- azaindole -2- of alcohols solvent, user takes 200 milligrams of 2-aminopyridine
50 degrees Celsius are heated to 100 milligrams of 7- azaindole to remain to take；
2) 50 degrees Celsius 200 milligrams and 100 milligrams of 7- azaindole taking-ups of 2-aminopyridine be would be heated to, mixing makes
It is stirred with glass bar with 150 rpms of frequency, 100 milligrams of dimethyl sulfoxide and sodium carbonate liquor in batches is added ten minutes later
500 milligrams, mixture 1 is obtained, mixture 1 is poured into beaker, mixture 1 is heated to 80-85 degrees Celsius, user's glass bar
Mixture is stirred clockwise 1 three ten minutes to 40 minutes with 300 rpms of frequency, stop heating after stirring, to
Mixture 1 is cooled to room temperature, and stands 3-5 hours, the sufficiently reaction of object 1 to be mixed, adds 100 milligrams of alcohols solvent after stratification
With 600 milligrams of sulfonate sodium of dihydro -7- azaindole -2-, mixture 2 is obtained；
3) 50 milligrams of N- bromo-succinimide, 20 milligrams of ethyl acetate and 600 milligrams of bromine mixing are taken, mixture is added
It in 2, is stirred 5 minutes with 500 rpms of frequency at room temperature after adding, stands 8-10 hours, the tracking of TLC contact plate, solution
In be gradually precipitated pale red crystallization, end of reaction；
4) solution that pale red crystallization is precipitated is filtered, and is washed with a small amount of, it is de- that 500 milligrams of dryings of anhydrous sodium sulfate are added
Water, solvent removed by vacuum obtain crude product, and required 5- bromo-7-azaindole is made, is collected into glass storing bottle, are stored in dry logical
At wind.
The concentration that 500 milligrams of anhydrous sodium sulfate is 25 percent, and 100 milligrams of alcohols solvent are methanol, ethyl alcohol or different
Propyl alcohol.
100 milligrams of dimethyl sulfoxide are being passed through activation processing using preceding, and the degree of purity that 20 milligrams of ethyl acetate is 9 percent
15 or more.
600 milligrams of bromine save in the environment of before at subzero 15 degree or so, 50 milli of N- bromo-succinimide
Gram, 20 milligrams of ethyl acetate and 600 milligrams of bromine of reaction molar ratio be 1:1.2-1.2:1.25.
The degree of purity that 100 milligrams of 7- azaindole is 100 milligrams of percent 80,7- azaindole preceding through making a living in use
Change processing.
React 20 milligrams of 50 milligrams of N- bromo-succinimide, the ethyl acetate and bromine that molar ratio is 1:1.2-1.2:1.25
600 milligrams of element meets optimum response proportion, and the amount of residue is fallen below minimum in preparation, the bromo- 7- nitrogen of final finished product 5- obtained
It is minimum that miscellaneous indoles contains impurity.
A kind of embodiment two: preparation method of 5- bromo-7-azaindole, comprising the following steps:
1) prepare 500 milligrams of 2-aminopyridine, 150 milligrams of dimethyl sulfoxide, 800 milligrams of sodium carbonate liquor, 7- azaindole
200 milligrams, 700 milligrams of anhydrous sodium sulfate, 60 milligrams of N- bromo-succinimide, 30 milligrams of ethyl acetate, 800 milligrams of bromine,
300 milligrams and 800 milligrams of sulfonate sodium of dihydro -7- azaindole -2- of alcohols solvent, user takes 500 milligrams of 2-aminopyridine
60 degrees Celsius are heated to 200 milligrams of 7- azaindole to remain to take；
2) 500 milligrams and 200 milligrams of the 7- azaindole taking-ups of 2-aminopyridine that would be heated to 50-60 degrees Celsius, mix,
It is stirred using glass bar with 150 rpms of frequency, 150 milligrams of dimethyl sulfoxide and sodium carbonate liquor in batches is added ten minutes later
800 milligrams, mixture 1 is obtained, mixture 1 is poured into beaker, mixture 1 is heated to 80-85 degrees Celsius, user's glass bar
Mixture is stirred clockwise 1 three ten minutes to 40 minutes with 300 rpms of frequency, stop heating after stirring, to
Mixture 1 is cooled to room temperature, and stands 3-5 hours, the sufficiently reaction of object 1 to be mixed, adds 300 milligrams of alcohols solvent after stratification
With 800 milligrams of sulfonate sodium of dihydro -7- azaindole -2-, mixture 2 is obtained；
3) 50 milligrams of N- bromo-succinimide, 30 milligrams of ethyl acetate and 800 milligrams of bromine mixing are taken, mixture is added
It in 2, is stirred 5 minutes with 500 rpms of frequency at room temperature after adding, stands 8-10 hours, the tracking of TLC contact plate, solution
In be gradually precipitated pale red crystallization, end of reaction；
4) solution that pale red crystallization is precipitated is filtered, and is washed with a small amount of, it is de- that 700 milligrams of dryings of anhydrous sodium sulfate are added
Water, solvent removed by vacuum obtain crude product, and required 5- bromo-7-azaindole is made, is collected into glass storing bottle, are stored in dry logical
At wind.
The concentration that 700 milligrams of anhydrous sodium sulfate is 25 percent, and 300 milligrams of alcohols solvent are methanol, ethyl alcohol or different
Propyl alcohol.
150 milligrams of dimethyl sulfoxide are being passed through activation processing using preceding, and the degree of purity that 30 milligrams of ethyl acetate is 9 percent
15 or more.
800 milligrams of bromine save in the environment of before at subzero 15 degree or so, 60 milli of N- bromo-succinimide
Gram, 30 milligrams of ethyl acetate and 800 milligrams of bromine of reaction molar ratio be 1:1.2-1.2:1.25.
The degree of purity that 200 milligrams of 7- azaindole is 200 milligrams of percent 80,7- azaindole preceding through making a living in use
Change processing.
200 milligrams of 7- azaindole by activation processing and through activation processing 150 milligrams of dimethyl sulfoxide using
When reaction speed, faster, save preparation time.
A kind of embodiment three: preparation method of 5- bromo-7-azaindole, comprising the following steps:
1) prepare 350 milligrams of 2-aminopyridine, 125 milligrams of dimethyl sulfoxide, 650 milligrams of sodium carbonate liquor, 7- azaindole
150 milligrams, 600 milligrams of anhydrous sodium sulfate, 55 milligrams of N- bromo-succinimide, 25 milligrams of ethyl acetate, 700 milligrams of bromine,
200 milligrams and 700 milligrams of sulfonate sodium of dihydro -7- azaindole -2- of alcohols solvent, user takes 350 milligrams of 2-aminopyridine
50-60 degrees Celsius is heated to 150 milligrams of 7- azaindole to remain to take；
2) 350 milligrams and 150 milligrams of the 7- azaindole taking-ups of 2-aminopyridine that would be heated to 50-60 degrees Celsius, mix,
It is stirred using glass bar with 150 rpms of frequency, 125 milligrams of dimethyl sulfoxide and sodium carbonate liquor in batches is added ten minutes later
650 milligrams, mixture 1 is obtained, mixture 1 is poured into beaker, mixture 1 is heated to 80-85 degrees Celsius, user's glass bar
Mixture is stirred clockwise 1 three ten minutes to 40 minutes with 300 rpms of frequency, stop heating after stirring, to
Mixture 1 is cooled to room temperature, and stands 3-5 hours, the sufficiently reaction of object 1 to be mixed, adds 200 milligrams of alcohols solvent after stratification
With 700 milligrams of sulfonate sodium of dihydro -7- azaindole -2-, mixture 2 is obtained；
3) 55 milligrams of N- bromo-succinimide, 25 milligrams of ethyl acetate and 700 milligrams of bromine mixing are taken, mixture is added
It in 2, is stirred 5 minutes with 500 rpms of frequency at room temperature after adding, stands 8-10 hours, the tracking of TLC contact plate, solution
In be gradually precipitated pale red crystallization, end of reaction；
4) solution that pale red crystallization is precipitated is filtered, and is washed with a small amount of, it is de- that 600 milligrams of dryings of anhydrous sodium sulfate are added
Water, solvent removed by vacuum obtain crude product, and required 5- bromo-7-azaindole is made, is collected into glass storing bottle, are stored in dry logical
At wind.
The concentration that 600 milligrams of anhydrous sodium sulfate is 25 percent, and 200 milligrams of alcohols solvent are methanol, ethyl alcohol or different
Propyl alcohol.
125 milligrams of dimethyl sulfoxide are being passed through activation processing using preceding, and the degree of purity that 25 milligrams of ethyl acetate is 9 percent
15 or more.
700 milligrams of bromine save in the environment of before at subzero 15 degree or so, 55 milli of N- bromo-succinimide
Gram, 25 milligrams of ethyl acetate and 700 milligrams of bromine of reaction molar ratio be 1:1.2-1.2:1.25.
The degree of purity that 150 milligrams of 7- azaindole is 150 milligrams of percent 80,7- azaindole preceding through making a living in use
Change processing.
50-60 degrees Celsius is heated to by 350 milligrams and 150 milligrams of 7- azaindole of 2-aminopyridine to remain to take and can make
Obtain 350 milligrams of 2-aminopyridine and 150 milligrams of the 7- azaindole residue reductions in reaction, reaction speed promotion.
A kind of experimental example four: preparation method of 5- bromo-7-azaindole, comprising the following steps:
1) prepare 100 milligrams of 2-aminopyridine, 50 milligrams of dimethyl sulfoxide, 250 milligrams of sodium carbonate liquor, 7- azaindole 50
Milligram, 250 milligrams of anhydrous sodium sulfate, 25 milligrams of N- bromo-succinimide, 10 milligrams of ethyl acetate, 300 milligrams of bromine, alcohols
50 milligrams and 300 milligrams of sulfonate sodium of dihydro -7- azaindole -2- of solvent, user takes 100 milligrams of 2-aminopyridine and 7- nitrogen
50 milligrams of miscellaneous indoles is heated to 50-60 degrees Celsius and remains to take；
2) 100 milligrams and 50 milligrams of the 7- azaindole taking-ups of 2-aminopyridine that would be heated to 50-60 degrees Celsius, mix,
It is stirred using glass bar with 150 rpms of frequency, 50 milligrams of dimethyl sulfoxide and sodium carbonate liquor in batches is added ten minutes later
250 milligrams, mixture 1 is obtained, mixture 1 is poured into beaker, mixture 1 is heated to 80-85 degrees Celsius, user's glass bar
Mixture is stirred clockwise 1 three ten minutes to 40 minutes with 300 rpms of frequency, stop heating after stirring, to
Mixture 1 is cooled to room temperature, and stands 3-5 hours, the sufficiently reaction of object 1 to be mixed, adds 50 milligrams of alcohols solvent after stratification
With 300 milligrams of sulfonate sodium of dihydro -7- azaindole -2-, mixture 2 is obtained；
3) 25 milligrams of N- bromo-succinimide, 10 milligrams of ethyl acetate and 300 milligrams of bromine mixing are taken, mixture is added
It in 2, is stirred 5 minutes with 500 rpms of frequency at room temperature after adding, stands 8-10 hours, the tracking of TLC contact plate, solution
In be gradually precipitated pale red crystallization, end of reaction；
4) solution that pale red crystallization is precipitated is filtered, and is washed with a small amount of, it is de- that 250 milligrams of dryings of anhydrous sodium sulfate are added
Water, solvent removed by vacuum obtain crude product, and required 5- bromo-7-azaindole is made, is collected into glass storing bottle, are stored in dry logical
At wind.
The concentration that 250 milligrams of anhydrous sodium sulfate is 25 percent, and 50 milligrams of alcohols solvent are methanol, ethyl alcohol or isopropyl
Alcohol.
50 milligrams of dimethyl sulfoxide are being passed through activation processing using preceding, and the degree of purity that 10 milligrams of ethyl acetate is 90 percent
Five or more.
300 milligrams of bromine save in the environment of before at subzero 15 degree or so, 25 milli of N- bromo-succinimide
Gram, 10 milligrams of ethyl acetate and 300 milligrams of bromine of reaction molar ratio be 1:1.2-1.2:1.25.
The degree of purity that 50 milligrams of 7- azaindole is 50 milligrams of percent 80,7- azaindole preceding through overactivation in use
Processing.
50 milligrams of alcohols solvent are methanol, ethyl alcohol or isopropanol, in this way, the selection for preparing material is more diversified, preparation
Difficulty decreases.
The beneficial effects of the present invention are: a kind of preparation method of 5- bromo-7-azaindole, has following the utility model has the advantages that should
The preparation method of 5- bromo-7-azaindole, by 200-500 milligrams of the 2-aminopyridine and the 7- that would be heated to 50-60 degrees Celsius
100-200 milligrams of azaindole taking-ups, mixing are stirred with 150 rpms of frequency using glass bar, are added divide ten minutes later
Dimethyl sulfoxide 100-150 milligrams and sodium carbonate liquor 500-800 milligrams is criticized, mixture 1 is obtained, mixture 1 is poured into beaker, it will
Mixture 1 is heated to 80-85 degrees Celsius, and user's glass bar stirs mixture 1 three ten with 300 rpms of frequency clockwise
Minute by 40 minutes, stops heating after stirring, object 1 to be mixed is cooled to room temperature, and stands 3-5 hours, object 1 to be mixed fills
Divide reaction, alcohols solvent 100-300 milligrams of addition and dihydro -7- azaindole -2- sulfonate sodium 600-800 milli after stratification
Gram, mixture 2 is obtained, a total of four step can be prepared by 5- bromo-7-azaindole crude product, and preparation method is simple, operation difficulty
Low, lower to the requirement for preparing environment, user, which puts into lesser cost, can biggish harvest, eliminate the tired of user
It is angry, the preparation for the person of being convenient to use.
It although an embodiment of the present invention has been shown and described, for the ordinary skill in the art, can be with
A variety of variations, modification, replacement can be carried out to these embodiments without departing from the principles and spirit of the present invention by understanding
And modification, the scope of the present invention is defined by the appended.
Claims (5)
1. a kind of preparation method of 5- bromo-7-azaindole, which comprises the following steps:
1) prepare 2-aminopyridine 200-500 milligrams, 100-150 milligrams of dimethyl sulfoxide, 500-800 milligrams of sodium carbonate liquor, 7-
100-200 milligrams of azaindole, 500-700 milligrams of anhydrous sodium sulfate, 50-60 milligrams of N- bromo-succinimide, ethyl acetate
20-30 milligrams, 600-800 milligrams of bromine, 100-300 milligrams of alcohols solvent and dihydro -7- azaindole -2- sulfonate sodium 600-
800 milligrams, user takes 200-500 milligrams and 100-200 milligrams of 7- azaindole of 2-aminopyridine to be heated to 50-60 degrees Celsius
It remains to take；
2) 50-60 degrees Celsius 200-500 milligrams and 100-200 milligrams of 7- azaindole taking-ups of 2-aminopyridine be would be heated to,
Mixing is stirred using glass bar with 150 rpms of frequency, be added ten minutes later in batches dimethyl sulfoxide 100-150 milligram with
500-800 milligrams of sodium carbonate liquor, mixture 1 is obtained, mixture 1 is poured into beaker, it is Celsius that mixture 1 is heated to 80-85
Degree, user's glass bar stir mixture 1 three ten minutes to 40 minutes with 300 rpms of frequency clockwise, have stirred
Stop heating after finishing, object 1 to be mixed is cooled to room temperature, and stands 3-5 hours, the sufficiently reaction of object 1 to be mixed, is added after stratification
100-300 milligrams and 600-800 milligrams of -2- sulfonate sodium of dihydro -7- azaindole of alcohols solvent, obtain mixture 2；
3) 50-60 milligrams of N- bromo-succinimide, 20-30 milligrams of ethyl acetate and 600-800 milligrams of bromine mixing are taken, are added
In mixture 2, stirred 5 minutes with 500 rpms of frequency at room temperature after adding, stand 8-10 hours, TLC contact plate with
Pale red crystallization, end of reaction are gradually precipitated in solution for track；
4) solution that pale red crystallization is precipitated is filtered, and is washed with a small amount of, it is de- that anhydrous sodium sulfate 500-700 milligrams of drying is added
Water, solvent removed by vacuum obtain crude product, and required 5- bromo-7-azaindole is made, is collected into glass storing bottle, are stored in dry logical
At wind.
2. a kind of preparation method of 5- bromo-7-azaindole according to claim 1, which is characterized in that the anhydrous sodium sulfate
500-700 milligrams of concentration is 25 percent, and described alcohols solvent 100-300 milligrams are methanol, ethyl alcohol or isopropanol.
3. a kind of preparation method of 5- bromo-7-azaindole according to claim 1, which is characterized in that the dimethyl sulfoxide
100-150 milligrams using it is preceding through activation processing, ethyl acetate 20-30 milligram of the degree of purity for 95 percent with
On.
4. a kind of preparation method of 5- bromo-7-azaindole according to claim 1, which is characterized in that the bromine 600-800
Milligram saves in the environment of before at subzero 15 degree or so, 50-60 milligrams of the N- bromo-succinimide, acetic acid second
The reaction molar ratio that 20-30 milligrams and bromine 600-800 milligrams of ester is 1:1.2-1.2:1.25.
5. a kind of preparation method of 5- bromo-7-azaindole according to claim 1, which is characterized in that the 7- azaindole
100-200 milligrams of degree of purity is 80 percent, and 100-200 milligrams of the 7- azaindole at before through overactivation
Reason.
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| CN109776527A (en) * | 2019-02-21 | 2019-05-21 | 药雅科技(上海)有限公司 | A kind of synthetic method of 5- bromo-7-azaindole |
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| CN102584820A (en) * | 2012-02-06 | 2012-07-18 | 苏州雅本化学股份有限公司 | Preparation method for 5-bromo-7-azaindole |
| CN104387384A (en) * | 2014-10-30 | 2015-03-04 | 上海蘅茂生物科技有限公司 | Synthetic process of 5-bromo-7-azaindole |
| CN105461718A (en) * | 2016-01-13 | 2016-04-06 | 苏州莱安医药化学技术有限公司 | 5-Bromo-7-azaindole synthesis process |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109776527A (en) * | 2019-02-21 | 2019-05-21 | 药雅科技(上海)有限公司 | A kind of synthetic method of 5- bromo-7-azaindole |
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