6-Chlorobenzo[b]thiophene-2-sulfonyl chloride → HCID 54277563, compound

HRID 394606Notes

Reaction equation

HRID 394606 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[CH:9]=[C:8]([S:10](Cl)(=[O:12])=[O:11])[S:7][C:6]=2[CH:14]=1.Cl.[NH2:16][CH:17]1[CH2:21][CH2:20][N:19]([CH2:22][C:23]2[N:31](S(C3C=CC=CC=3)(=O)=O)[C:30]3[CH:29]=[CH:28][N:27]=[C:26]([Cl:41])[C:25]=3[CH:24]=2)[C:18]1=[O:42]>>[Cl:41][C:26]1[C:25]2[CH:24]=[C:23]([CH2:22][N:19]3[CH2:20][CH2:21][C@H:17]([NH:16][S:10]([C:8]4[S:7][C:6]5[CH:14]=[C:2]([Cl:1])[CH:3]=[CH:4][C:5]=5[CH:9]=4)(=[O:12])=[O:11])[C:18]3=[O:42])[NH:31][C:30]=2[CH:29]=[CH:28][N:27]=1

Participants

3

Reactant 2

HCID 151586416-Chlorobenzo[b]thiophene-2-sulfonyl chlorideHCID 18176418HCID 18176418, compound

Product 1

HCID 54277563HCID 54277563, compound

Procedure

The title compound is prepared as described in EXAMPLE 1, Part K using 6-chloro-benzo[b]thiophene-2-sulfonyl chloride and 3-amino-1-(1-benzenesulfonyl-4-chloro-1H-pyrrolo[3,2-c]pyridin-2-ylmethyl)-pyrrolidin-2-one hydrochloride as the starting material. The crude product is purified by column chromatography eluting with a gradient of 1% MeOH/CH2Cl2 to 3% MeOH/CH2Cl2 to give the product as a white solid.

Workup

  1. customThe crude product is purified by column chromatography
  2. washeluting with a gradient of 1% MeOH/CH2Cl2 to 3% MeOH/CH2Cl2

Sources & evidence

ORD record
ord-7613a152903e458a80142c8368f21607
Source dataset
uspto-grants-2003_08
Patent number
US06602864B1

Reaction notes

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