ES338316A1 - Substituted 3-Aminopyrrolidines - Google Patents

Substituted 3-Aminopyrrolidines

Info

Publication number
ES338316A1
ES338316A1 ES338316A ES338316A ES338316A1 ES 338316 A1 ES338316 A1 ES 338316A1 ES 338316 A ES338316 A ES 338316A ES 338316 A ES338316 A ES 338316A ES 338316 A1 ES338316 A1 ES 338316A1
Authority
ES
Spain
Prior art keywords
general formula
benzyl
reacting
novel
aspartimide
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
ES338316A
Other languages
Spanish (es)
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
AH Robins Co Ltd
Original Assignee
AH Robins Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by AH Robins Co Ltd filed Critical AH Robins Co Ltd
Publication of ES338316A1 publication Critical patent/ES338316A1/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/44—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having three double bonds between ring members or between ring members and non-ring members
    • C07D207/444—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having three double bonds between ring members or between ring members and non-ring members having two doubly-bound oxygen atoms directly attached in positions 2 and 5
    • C07D207/448—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having three double bonds between ring members or between ring members and non-ring members having two doubly-bound oxygen atoms directly attached in positions 2 and 5 with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms, e.g. maleimide
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D207/10—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D207/12—Oxygen or sulfur atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D207/10—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D207/14—Nitrogen atoms not forming part of a nitro radical

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

Novel pyrrolidines of the general Formula (and acid addition salts thereof), wherein R represents C 1-8 alkyl, and Ar represents phenyl, C 1-8 alkyl-phenyl, C 1-8 alkoxyphenyl, halophenyl or trifluoromethylphenyl are prepared by reacting maleimide (obtainable by the reaction of N-carbamoyl-maleimide and dimethylformamide) with HNRAr to form an aspartimide of the general formula and reducing this aspartimide with lithium aluminium hydride or by debenzylating the corresponding 1-benzyl-pyrrolidine, and may be converted to novel compounds of the general formula (and acid addition salts thereof), wherein R and Ar have the above significance and R1 represents -R11Ar, -CH 2 CH 2 -pyridyl, in which R11 is C 1-8 alkylene and R111 represents a bond or C 1-6 alkylene, by reacting the novel compounds of the first general formula above with X-R11-Ar, H 2 C=CH-pyridyl, X-R11-O-Ar or in which X represents a replaceable halogen atom. p-Methylbenzene sulphonate ester of 1-benzyl-3- pyrrolidinol is prepared by reacting 1-benzyl-3- pyrrolidinol and p-methylbenzene sulphonyl chloride. Pharmaceutical compositions useful as central nervous system depressants and minor tranquilizers contain as the active ingredients the novel pyrrolidines of Formula I above.
ES338316A 1966-03-22 1967-03-21 Substituted 3-Aminopyrrolidines Expired ES338316A1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US53631666A 1966-03-22 1966-03-22
US53629166A 1966-03-22 1966-03-22
US53629966A 1966-03-22 1966-03-22

Publications (1)

Publication Number Publication Date
ES338316A1 true ES338316A1 (en) 1968-06-16

Family

ID=27415206

Family Applications (1)

Application Number Title Priority Date Filing Date
ES338316A Expired ES338316A1 (en) 1966-03-22 1967-03-21 Substituted 3-Aminopyrrolidines

Country Status (8)

Country Link
BE (1) BE695817A (en)
CH (1) CH491908A (en)
DE (1) DE1695628A1 (en)
ES (1) ES338316A1 (en)
FR (1) FR1551862A (en)
GB (1) GB1173373A (en)
NL (1) NL6704178A (en)
SE (1) SE308721B (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE10135043A1 (en) * 2001-07-11 2003-01-30 Bayer Cropscience Gmbh Substituted 3-heteroaryl (amino or oxy) pyrrolidin-2-ones, process for their preparation and use as herbicides or as plant growth regulators
TWI439452B (en) 2005-05-13 2014-06-01 Otsuka Pharma Co Ltd Pyrrolidine compound

Also Published As

Publication number Publication date
FR1551862A (en) 1969-01-03
SE308721B (en) 1969-02-24
BE695817A (en) 1967-09-01
GB1173373A (en) 1969-12-10
NL6704178A (en) 1967-09-25
CH491908A (en) 1970-06-15
DE1695628A1 (en) 1971-04-22

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