5-Pyridin-3-yl-thiophene-2-sulfonyl chloride → 5-Pyridin-3-yl-thiophene-2-sulfonic acid [1-(5-cyano-2-fluoro-benzyl)-2-oxo-pyrrolidin-3-(S)-yl]-amide

HRID 2781

Reaction equation

HRID 2781 reaction equation
Cl.[NH2:2][C@H:3]1[CH2:7][CH2:6][N:5]([CH2:8][C:9]2[CH:10]=[C:11]([CH:14]=[CH:15][C:16]=2[F:17])[C:12]#[N:13])[C:4]1=[O:18].[N:19]1[CH:24]=[CH:23][CH:22]=[C:21]([C:25]2[S:29][C:28]([S:30](Cl)(=[O:32])=[O:31])=[CH:27][CH:26]=2)[CH:20]=1>>[C:12]([C:11]1[CH:14]=[CH:15][C:16]([F:17])=[C:9]([CH:10]=1)[CH2:8][N:5]1[CH2:6][CH2:7][C@H:3]([NH:2][S:30]([C:28]2[S:29][C:25]([C:21]3[CH:20]=[N:19][CH:24]=[CH:23][CH:22]=3)=[CH:26][CH:27]=2)(=[O:31])=[O:32])[C:4]1=[O:18])#[N:13]

Participants

3

Reactant 2

HCID 106589765-Pyridin-3-yl-thiophene-2-sulfonyl chlorideHCID 228836273-(S)-[(3-amino-2-oxo-pyrrolidin-1-yl)-methyl]-4-fluoro-benzonitrile hydrochloride

Product 1

HCID 107424505-Pyridin-3-yl-thiophene-2-sulfonic acid [1-(5-cyano-2-fluoro-benzyl)-2-oxo-pyrrolidin-3-(S)-yl]-amide

Procedure

The title compound is prepared from 3-(S)-[(3-amino-2-oxo-pyrrolidin-1-yl)-methyl]-4-fluoro-benzonitrile hydrochloride as described in EXAMPLE 17, Part G substituting 5-pyridin-3-yl-thiophene-2-sulfonyl chloride in place of 4,6-dichlorobenzo[b]thiophene-2-sulfonyl chloride. The crude product is triturated with Et2O to give the title compound as a white solid

Workup

  1. customThe crude product is triturated with Et2O

Sources & evidence

ORD record
ord-806352f5d1f24257a0c79e1cedfd6e4a
Source dataset
uspto-grants-1998_03
Patent number
US05731315

Linked notes

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