# US 4,299,768 A · 1-Pyrrole- and 1-pyrrolidine-carboxylic acid derivatives and process for preparing the same

> Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt

- Number: US 4,299,768 A
- Document ID: US4299768A
- Status: Granted
- Kind: A
- Application number: 06/047,585
- Filed: 1979-06-11
- Granted: 1981-11-10
- Earliest claimed: 1978-06-12
- Assignees: Labaz
- Inventors: Charles Pigerol; Michel Schaefer; Souli Nanthavong
- Web page: https://patentgrep.com/patent/US4299768A

## CPC

- C07D 207/08: with hydrocarbon radicals, substituted by hetero atoms, attached to ring carbon atoms
- C07D 207/273: 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 other ring carbon atoms
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)

## Abstract

1-Pyrrole- and 1-pyrrolidine-carboxylic acid derivatives corresponding to the general formula: ##STR1## in which R represents an alkyl radical having from 1 to 4 carbon atoms, preferably ethyl, and Am represents a group: ##STR2## wherein R.sub.1 represents a 3-oxo-alkyl radical ##STR3## or a 3-oxo-alkenyl radical ##STR4## and R.sub.2 represents hydrogen or R.sub.1 and R.sub.2, when they are identical, each represent hydrogen, ##STR5## R.sub.3 representing an alkyl radical having from 1 to 5 carbon atoms with the proviso that when R.sub.1 and R.sub.2 are simultaneously hydrogen, Am represents the group A. The novel derivatives are useful as intermediates for synthetizing azaprostaglandines.

## Claims

### Claim 1

2,5-Dihydro-1-pyrrole-carboxylic acid derivatives corresponding to the formula: ##STR18## wherein R represents an alkyl radical having from 1 to 4 carbon atoms, R.sub.1 represents a 3-oxo-alkyl radical ##STR19## or a 3-oxo-alkenyl radical ##STR20## R.sub.2 represents hydrogen or R.sub.1 and R.sub.2, when they are identical, each represents ##STR21## R.sub.3 representing an alkyl radical having from 1 to 5 carbon atoms.

### Claim 2

Ethyl 3-(1'-pyrrolidinyl)-2,5-dihydro-1-pyrrole-carboxylate.

### Claim 3

Ethyl 4-(3'-oxo-butyl)-3-(1'-pyrrolidinyl)-2,5-dihydro-1-pyrrole-carboxylate.

### Claim 4

Ethyl 4-(3'-oxo-butyl)-3-oxo-1-pyrrolidine-carboxylate.

### Claim 5

Ethyl 4-(3'-oxo-octyl)-3-(1'-pyrrolidinyl)-2,5-dihydro-1-pyrrole-carboxylate.

### Claim 6

Ethyl 4-(3'-oxo-octyl)-3-oxo-1-pyrrolidine-carboxylate.

### Claim 7

Ethyl 4-(3'-oxo-1'-octenyl)-3-(1'-pyrrolidinyl)-2,5-dihydro-1-pyrrole-carboxylat e.

### Claim 8

Ethyl 2,4-di-(3'-oxo-butyl)-3-(1'-pyrrolidinyl)-2,5-dihydro-1-pyrrole-carboxylat e.

### Claim 9

Ethyl 2,4-di-(3'-oxo-butyl)-3-oxo-1-pyrrolidine-carboxylate.