Pyrrolidine → HCID 72437167, compound

HRID 2244697Notes

Reaction equation

[F:1][C:2]1[CH:7]=[C:6]([N:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]2=[O:14])[CH:5]=[CH:4][C:3]=1[NH:15][C:16]([CH:18]1[CH2:22][CH:21]([CH2:23][NH:24][C:25]([C:27]2[S:28][C:29]([Cl:32])=[CH:30][CH:31]=2)=[O:26])[C:20](=O)[CH2:19]1)=[O:17].[NH:34]1[CH2:38][CH2:37][CH2:36][CH2:35]1>>[F:1][C:2]1[CH:7]=[C:6]([N:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]2=[O:14])[CH:5]=[CH:4][C:3]=1[NH:15][C:16]([CH:18]1[CH2:22][CH:21]([CH2:23][NH:24][C:25]([C:27]2[S:28][C:29]([Cl:32])=[CH:30][CH:31]=2)=[O:26])[CH:20]([N:34]2[CH2:38][CH2:37][CH2:36][CH2:35]2)[CH2:19]1)=[O:17]

Participants

Reactant 2

HCID 31268Pyrrolidine

HCID 72437164HCID 72437164, compound

Product 1

HCID 72437167HCID 72437167, compound

Procedure

In analogy to example 24B 5-chloro-thiophene-2-carboxylic acid {(1RS,4SR)-4-[2-fluoro-4-(2-oxo-2H-pyridin-1-yl)-phenylcarbamoyl]-2-oxo-cyclopentylmethyl}-amide was reacted with pyrrolidine to give 5-chloro-thiophene-2-carboxylic acid {(1RS,4SR)-4-[2-fluoro-4-(2-oxo-2H-pyridin-1-yl)-phenylcarbamoyl]-2-pyrrolidin-1-yl-cyclopentylmethyl}-amide. Off-white crystalline solid. 543.3 ([M+H]+).

Sources & evidence

ORD record: ord-d7d455d3ebf3478e9b9388b922cffc67
Source dataset: uspto-grants-2010_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07678917B2

Reaction notes

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