# US 10,308,604 B2 · Method for producing pyrrole derivative, and intermediate thereof

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- Number: US 10,308,604 B2
- Document ID: US10308604B2
- Status: Granted
- Kind: B2
- Application number: 15/950,973
- Filed: 2018-04-11
- Published: 2018-08-16
- Granted: 2019-06-04
- Earliest claimed: 2013-08-27
- Assignees: Daiichi Sankyo Company, Limited
- Applicants: Daiichi Sankyo Company, Limited
- Inventors: Masashi Watanabe; Hiroshi Nagasawa; Noritada Sato
- Web page: https://patentgrep.com/patent/US10308604B2

## CPC

- C07D 207/34: 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
- C07B 57/00: Separation of optically-active compounds
- C07D 207/456: 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
- C12P 17/10: Nitrogen as only ring hetero atom
- C12P 41/005: {by esterification of carboxylic acid groups in the enantiomers or the inverse reaction}
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)
- C07B: GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR (preparation of carboxylic acid esters by telomerisation C07C67/47; telomerisation C08F)
- C12P: FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE {(brewing of beer C12C; producing vinegar C12J; producing specific peptides or proteins C07K; producing enzymes C12N9/00; DNA or RNA concerning genetic engineering, vectors, e.g. plasmids, or their isolation, preparation or purification C12N15/00; measuring or testing processes involving enzymes or microorganisms C12Q; measuring or testing processes involving nucleic acid amplification reactions C12Q1/6844; fermentation processes to form a food composition, A21 or A23; compounds in general, see the relevant compound class, e.g. C01, C07)}

## Abstract

The present invention provides a method for producing an atropisomer of a pyrrole derivative having excellent mineralocorticoid receptor antagonistic activity, and an intermediate thereof. A method for producing an atropisomer of a pyrrole derivative using a compound represented by (B) [wherein R1 represents a C1-C4 alkyl group, and R2 represents a 2-hydroxyethyl group or a carboxymethyl group] as a production intermediate.

## Claims

### Claim 1

A pyrrole compound represented by the formula (B):
wherein R1 represents a C1-C4 alkyl group, and R2 represents a 2-hydroxyethyl group or a carboxymethyl group.

### Claim 2 (depends on 1)

A compound according to claim 1, wherein R1 is an ethyl group.

### Claim 3 (depends on 1)

A compound according to claim 1, wherein R2 is a 2-hydroxyethyl group.

### Claim 4 (depends on 1)

A compound according to claim 1, wherein R2 is a carboxymethyl group.

### Claim 5

Ethyl (S)-1-(2-hydroxyethyl)-4-methyl-5-[2-(trifluoromethyl)phenyl]-1H-pyrrole-3-carboxylate represented by the formula (Ia):