5'-Chloro-2,2'-bithiophene-5-sulfonyl chloride → 5'-Chloro-[2,2']-bithiophenyl-5-sulfonic acid [1-(3-cyanobenzyl)-2-oxo-pyrrolidin-3-(S)-yl]-amide

HRID 2769

Reaction equation

HRID 2769 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][CH:16]=2)[C:12]#[N:13])[C:4]1=[O:17].[Cl:18][C:19]1[S:23][C:22]([C:24]2[S:25][C:26]([S:29](Cl)(=[O:31])=[O:30])=[CH:27][CH:28]=2)=[CH:21][CH:20]=1>>[C:12]([C:11]1[CH:10]=[C:9]([CH:16]=[CH:15][CH:14]=1)[CH2:8][N:5]1[CH2:6][CH2:7][C@H:3]([NH:2][S:29]([C:26]2[S:25][C:24]([C:22]3[S:23][C:19]([Cl:18])=[CH:20][CH:21]=3)=[CH:28][CH:27]=2)(=[O:30])=[O:31])[C:4]1=[O:17])#[N:13]

Participants

3

Reactant 2

HCID 220172805'-Chloro-2,2'-bithiophene-5-sulfonyl chlorideHCID 228707863-(3-(S)-Amino-2-oxopyrrolidin-1-ylmethyl)benzonitrile hydrochloride

Product 1

HCID 867523125'-Chloro-[2,2']-bithiophenyl-5-sulfonic acid [1-(3-cyanobenzyl)-2-oxo-pyrrolidin-3-(S)-yl]-amide

Procedure

The title compound is prepared from 3-(3-(S)-amino-2-oxo-pyrrolidin-1-ylmethyl)-benzonitrile hydrochloride as described in EXAMPLE 1, Part E using 5'-chloro-[2,2']bithiophenyl-5-sulfonyl chloride in place of benzo[b]thiophene-2-sulfonyl chloride. The crude product is triturated with EtOAc/CH2Cl2 to yield a beige solid.

Workup

  1. customThe crude product is triturated with EtOAc/CH2Cl2
  2. customto yield a beige solid

Sources & evidence

ORD record
ord-c424644c1b9d4f20a208e338fe1bae0a
Source dataset
uspto-grants-1998_03
Patent number
US05731315

Linked notes

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