3-(S)-Amino-1-(1-chloro-isoquinolin-7-ylmethyl)-pyrrolidin-2-one hydrochloride → 5'-Chloro-[2,2']bithiophenyl-5-sulfonic acid [1-(1-chloro-isoquinolin-7-ylmethyl)-2-oxo-pyrrolidin-3-(S)-yl]-amide

HRID 651677

Reaction equation

HRID 651677 reaction equation
[Cl:1][C:2]1[S:6][C:5]([C:7]2[S:8][C:9]([S:12](Cl)(=[O:14])=[O:13])=[CH:10][CH:11]=2)=[CH:4][CH:3]=1.Cl.[NH2:17][C@H:18]1[CH2:22][CH2:21][N:20]([CH2:23][C:24]2[CH:33]=[C:32]3[C:27]([CH:28]=[CH:29][N:30]=[C:31]3[Cl:34])=[CH:26][CH:25]=2)[C:19]1=[O:35]>>[Cl:34][C:31]1[C:32]2[C:27](=[CH:26][CH:25]=[C:24]([CH2:23][N:20]3[CH2:21][CH2:22][C@H:18]([NH:17][S:12]([C:9]4[S:8][C:7]([C:5]5[S:6][C:2]([Cl:1])=[CH:3][CH:4]=5)=[CH:11][CH:10]=4)(=[O:14])=[O:13])[C:19]3=[O:35])[CH:33]=2)[CH:28]=[CH:29][N:30]=1

Participants

3

Reactant 2

HCID 206807083-(S)-Amino-1-(1-chloro-isoquinolin-7-ylmethyl)-pyrrolidin-2-one hydrochlorideHCID 220172805'-Chloro-2,2'-bithiophene-5-sulfonyl chloride

Product 1

HCID 867572825'-Chloro-[2,2']bithiophenyl-5-sulfonic acid [1-(1-chloro-isoquinolin-7-ylmethyl)-2-oxo-pyrrolidin-3-(S)-yl]-amide

Procedure

The title compound is prepared as described in EXAMPLE 56, Part A using 5′-chloro-[2,2′]bithiophenyl-5-sulfonyl chloride and 3-(S)-amino-1-(1-chloro-isoquinolin-7-ylmethyl)-pyrrolidin-2-one hydrochloride as starting material. The crude product is purified by column chromatography eluting with 5% MeOH/CH2Cl2 to give the title compound as a white solid.

Workup

  1. customThe title compound is prepared
  2. customThe crude product is purified by column chromatography
  3. washeluting with 5% MeOH/CH2Cl2

Sources & evidence

ORD record
ord-d77f1cdf0b5747cea8c37de410ddb71e
Source dataset
uspto-grants-2001_08
Patent number
US06281227B1

Linked notes

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