CN109053705A - A kind of 5- aminopyridine-3-carboxylic acid methyl ester derivation C29H26N3MeO11Preparation method - Google Patents
A kind of 5- aminopyridine-3-carboxylic acid methyl ester derivation C29H26N3MeO11Preparation method Download PDFInfo
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- CN109053705A CN109053705A CN201811094046.9A CN201811094046A CN109053705A CN 109053705 A CN109053705 A CN 109053705A CN 201811094046 A CN201811094046 A CN 201811094046A CN 109053705 A CN109053705 A CN 109053705A
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- Prior art keywords
- carboxylic acid
- aminopyridine
- methyl ester
- acid methyl
- meo
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
Abstract
The invention discloses a kind of 5- aminopyridine-3-carboxylic acid methyl ester derivation C29H26N3MeO11Preparation method, compound 1 and bromo-acetic acid tert-butyl are reacted to obtain carboxylic acid 2；Then 5- aminopyridine 3- carboxylate methyl ester is obtained into corresponding amide with carboxylic acid reaction, is further converted to after corresponding primary amine salt and the carboxylic acid 2 reaction obtains 5- aminopyridine-3-carboxylic acid methyl ester derivation C29H26N3MeO11；The compound 1 is -4 hydrogen of 2- (3, the 4- bi-methoxy phenyl) bis- hydroxyl -6- methoxyl groups of -5,7--benzopyran-4-one.
Description
Technical field
The present invention relates to 5- aminopyridine-3-carboxylic acid methyl ester derivation C29H26N3MeO11Preparation method.
Background technique
In recent years, extensive pass of the coordination polymer because of novel topological structure and special framework mode by researcher
Note, coordination polymer is not only varied in structure, also fluorescent material, magnetic material, catalysis material, gas separation with
The fields such as storage and ion exchange have potential application.Research shows that constructing for coordination polymer receives organic match
The influence of many factors such as body, metal ion, solvent, temperature, reactant ratio.Simultaneously it is noted that being matched due to organic
There are greatest differences on length, flexibility and spatial arrangement for body so that when constructing different coordination polymers, selection one is appropriate
Organic ligand become particularly important.In numerous organic ligands, aromatic polycarboxylic acids ligand is due to rich and varied coordination
Mode makes it play a very important role at the aspect of constructing of complex.2,4', 5- xenyl three are had chosen herein
Formic acid (H3L) and (E) -5- (4- auxotox radical pyridine) M-phthalic acid (H2L') are used as main organic ligand, construct out altogether
Eight coordination polymers: [Zn (HL) (bibp)] (1), [Co (HL) (bibp)] n (2), [Co (HL) (bib)] n (3), [Co1.5
(L)(bib)1.5(H20)]n(4),[Co(HL)(4,4'-bpy)(H20)2].(5),[Cu1.5(L)(2,2'-bpy)(H2O)]n
(6), [Cu2.5 (L) (2,2'-bpy) (MeO) (H20)] .n (7), [Cu2 (A) (S04) 0.5 (OH)] n (8) and application element point
The methods of analysis infrared spectroscopy, X-ray powder diffraction and thermogravimetric analysis characterize it, and discovery complex 1 and 2 is isomorphism
Complex, and show three-dimensional quadruple and intert structure；Complex 3 and 4 is connect by assistant ligand bib with metal ion
To one-dimensional metal chain, one-dimensional chain in 3 has obtained two dimension (4,4) network structure again by the bridging of Carboxylic acid ligand, and 4
Since the coordination mode of Carboxylic acid ligand is different from 3, therefore, a three-dimensional network is extended to form to different directions by one-dimensional chain
Structure；Complex 5 shows a two-dimensional layer structure, and there are the effects of H key for interlayer；Complex 6 and 7 is obtained by same primary first-order equation
The mixture arrived, because introducing capping ligand 2,2-bpy, so, the structure of complex can not extend outwardly well, equal table
Two-dimensional layered structure is revealed, has kept structure more stable by pi-pi accumulation effect between 6 and 7 middle layers.In addition to this, herein also
Discuss the photoluminescent property of complex 1 and the magnetic properties of complex 2-8；Discuss the difference yin of organic ligand and same metal
The influence that ion salt constructs complex, and the reaction process of complex 6-8 is probed into.
Summary of the invention
The present invention provides a kind of new 5- aminopyridine-3-carboxylic acid methyl ester derivation C29H26N3MeO11Preparation method.
To solve the above problems, the scheme that the present invention uses is as follows: a kind of 5- aminopyridine-3-carboxylic acid methyl ester derivation
C29H26N3MeO11Preparation method, which is characterized in that compound 1 and bromo-acetic acid tert-butyl are reacted to obtain carboxylic acid 2；Then will
5- aminopyridine 3- carboxylate methyl ester obtains corresponding amide with carboxylic acid reaction, is further converted to after corresponding primary amine salt and institute
It states the reaction of carboxylic acid 2 and obtains 5- aminopyridine-3-carboxylic acid methyl ester derivation C29H26N3MeO11；The compound 1 is that (3,4- is bis- by 2-
Methoxyphenyl) -4 hydrogen of the bis- hydroxyl -6- methoxyl groups of -5,7--benzopyran-4-one.
Due to the implementation of above technical scheme, the invention has the following advantages over the prior art:
The present invention passes through -4 hydrogen of compound 12- (3, the 4- bi-methoxy phenyl) bis- hydroxyl -6- methoxyl groups of -5,7--chromene -4-
Ketone production kind 5- aminopyridine-3-carboxylic acid methyl ester derivation C29H26N3MeO11.The invention has the advantages of low raw material cost, related anti-
Should be simple, it is suitable for industrialized production.
Detailed description of the invention
Fig. 1 is 5- aminopyridine-3-carboxylic acid methyl ester derivation C29H26N3MeO11Line map.
Specific embodiment
The present invention is described in further details with reference to the accompanying drawing.
A kind of embodiment: 5- aminopyridine-3-carboxylic acid methyl ester derivation C29H26N3MeO11Preparation method, by compound 1
It reacts to obtain carboxylic acid 2 with bromo-acetic acid tert-butyl；Then 5- aminopyridine 3- carboxylate methyl ester is obtained into corresponding acyl with carboxylic acid reaction
Amine, is further converted to after corresponding primary amine salt and the carboxylic acid 2 reaction obtains 5- aminopyridine-3-carboxylic acid methyl ester derivation
C29H26N3MeO11；The compound 1 is -4 hydrogen of 2- (3, the 4- bi-methoxy phenyl) bis- hydroxyl -6- methoxyl groups of -5,7--benzopyrene
It mutters -4- ketone.
Its nuclear magnetic data are as follows: 12.55 (s, 1H, Ar-OH), 11.36 (s, 1H ,-CONH-), 9.46 (s, 1H ,-ArOH),
8.41(s,1H,-NHCO-),7.63-7.67(q,J1=J2=7.5Hz,2H,-CH=CH-),7.21(d,J1=7.5Hz,H-C-C-
H,J2=1.5Hz,H-C=C-C-H,1H,-ArH),6.99(d,J=7.5Hz,1H,-ArH),6.83(s,J=1.5Hz,1H,-
ArH),6.76(s,1H,-ArH),6.22(s,1H,-ArH),4.40(s,2H,-CH2-),3.75-3.84(T,9H,-OCH3),
3.26(T,J=7.1Hz,2H,-CH2-),2.56(T,J=7.1Hz,2H,-CH2-),1.84(m,J1=J2=7.1Hz,2H,-
CH2-)。
Claims (1)
1. a kind of 5- aminopyridine-3-carboxylic acid methyl ester derivation C29H26N3MeO11Preparation method, which is characterized in that by compound
1 and bromo-acetic acid tert-butyl react to obtain carboxylic acid 2；Then 5- aminopyridine 3- carboxylate methyl ester is obtained into corresponding acyl with carboxylic acid reaction
Amine, is further converted to after corresponding primary amine salt and the carboxylic acid 2 reaction obtains 5- aminopyridine-3-carboxylic acid methyl ester derivation
C29H26N3MeO11；The compound 1 is -4 hydrogen of 2- (3, the 4- bi-methoxy phenyl) bis- hydroxyl -6- methoxyl groups of -5,7--benzopyrene
It mutters -4- ketone.
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| CN201811094046.9A CN109053705A (en) | 2018-09-19 | 2018-09-19 | A kind of 5- aminopyridine-3-carboxylic acid methyl ester derivation C29H26N3MeO11Preparation method |
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| CN201811094046.9A CN109053705A (en) | 2018-09-19 | 2018-09-19 | A kind of 5- aminopyridine-3-carboxylic acid methyl ester derivation C29H26N3MeO11Preparation method |
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Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2189027A1 (en) * | 1972-06-21 | 1974-01-25 | Leurquin Labora Oires | |
| JPS5913773A (en) * | 1982-07-16 | 1984-01-24 | Hokuriku Seiyaku Co Ltd | 3-methylflavone-8-carboxylic acid ester derivative, and its preparation |
| KR101340335B1 (en) * | 2013-04-30 | 2013-12-13 | 충남대학교산학협력단 | Composition comprising flavone derivatives for treating or preventing vascular disease |
-
2018
- 2018-09-19 CN CN201811094046.9A patent/CN109053705A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2189027A1 (en) * | 1972-06-21 | 1974-01-25 | Leurquin Labora Oires | |
| JPS5913773A (en) * | 1982-07-16 | 1984-01-24 | Hokuriku Seiyaku Co Ltd | 3-methylflavone-8-carboxylic acid ester derivative, and its preparation |
| KR101340335B1 (en) * | 2013-04-30 | 2013-12-13 | 충남대학교산학협력단 | Composition comprising flavone derivatives for treating or preventing vascular disease |
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