1-Benzothiophene-2-sulfonyl chloride → HCID 54438403, compound

HRID 651612Notes

Reaction equation

HRID 651612 reaction equation
Cl.[NH2:2][C@H:3]1[CH2:7][CH2:6][N:5]([CH2:8][C:9]2[CH:18]=[C:17]3[C:12]([CH:13]=[CH:14][C:15]([Cl:19])=[N:16]3)=[CH:11][CH:10]=2)[C:4]1=[O:20].[S:21]1[C:25]([S:26](Cl)(=[O:28])=[O:27])=[CH:24][C:23]2[CH:30]=[CH:31][CH:32]=[CH:33][C:22]1=2.COC1C=C2C(C=CC(S(Cl)(=O)=O)=C2)=CC=1>C(Cl)(Cl)Cl>[Cl:19][C:15]1[CH:14]=[CH:13][C:12]2[C:17](=[CH:18][C:9]([CH2:8][N:5]3[CH2:6][CH2:7][C@H:3]([NH:2][S:26]([C:25]4[S:21][C:22]5[CH:33]=[CH:32][CH:31]=[CH:30][C:23]=5[CH:24]=4)(=[O:27])=[O:28])[C:4]3=[O:20])=[CH:10][CH:11]=2)[N:16]=1

Participants

5

Reactant 3

HCID 27763331-Benzothiophene-2-sulfonyl chlorideHCID 105152667-methoxynaphthalene-2-sulfonyl ChlorideHCID 20680740HCID 20680740, compound

Product 1

HCID 54438403HCID 54438403, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

The title compound is prepared in CHCl3 instead of CH3CN from 7-(3-(S)-amino-2-oxopyrrolidin-1-ylmethyl)-2-chloro-quinoline hydrochloride as described in EXAMPLE 1, Part K using benzo[b]thiophene-2-sulfonyl chloride as prepared in EXAMPLE 8, Part A in place of 7-methoxynaphthalene-2-sulfonyl chloride. The crude product is triturated from CH2Cl2 to afford the title compound as a beige solid.

Workup

  1. customThe crude product is triturated from CH2Cl2

Sources & evidence

ORD record
ord-365acb1593ca45f7bdeac6a629f95c85
Source dataset
uspto-grants-2001_08
Patent number
US06281227B1

Reaction notes

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