6-Chlorobenzo[b]thiophene-2-sulfonyl chloride → HCID 54485528, compound

HRID 651660Notes

Reaction equation

HRID 651660 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.[CH2:16]([O:18][C:19]([N:21]1[C:29]2[C:24](=[N:25][CH:26]=[CH:27][CH:28]=2)[CH:23]=[C:22]1[CH2:30][N:31]1[CH2:35][CH2:34][C@H:33]([NH2:36])[C:32]1=[O:37])=[O:20])[CH3:17]>>[CH2:16]([O:18][C:19]([N:21]1[C:29]2[C:24](=[N:25][CH:26]=[CH:27][CH:28]=2)[CH:23]=[C:22]1[CH2:30][N:31]1[CH2:35][CH2:34][C@H:33]([NH:36][S:10]([C:8]2[S:7][C:6]3[CH:14]=[C:2]([Cl:1])[CH:3]=[CH:4][C:5]=3[CH:9]=2)(=[O:12])=[O:11])[C:32]1=[O:37])=[O:20])[CH3:17]

Participants

3

Reactant 2

HCID 151586416-Chlorobenzo[b]thiophene-2-sulfonyl chlorideHCID 70023315HCID 70023315, compound

Product 1

HCID 54485528HCID 54485528, compound

Procedure

The title compound is prepared as described in EXAMPLE 1, Part K using 6-chloro-benzo[b]thiophene-2-sulfonyl chloride and 2-(3-(S)-amino-2-oxopyrrolidin-1-ylmethyl)-pyrrolo[3,2-b]pyridine-1-carboxylic acid ethyl ester hydrochloride as starting material. The crude product is purified by column chromatography eluting with 60% EtOAc/CH2Cl2 to provide the title compound as a solid.

Workup

  1. customThe title compound is prepared
  2. customThe crude product is purified by column chromatography
  3. washeluting with 60% EtOAc/CH2Cl2

Sources & evidence

ORD record
ord-2ff8b356a0fc4d38bee4b81addc69518
Source dataset
uspto-grants-2001_08
Patent number
US06281227B1

Reaction notes

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