7-methoxynaphthalene-2-sulfonyl Chloride → HCID 53883616, compound

HRID 651611Notes

Reaction equation

HRID 651611 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].[Cl:21][C:22]1[CH:23]=[CH:24][C:25]2[CH:29]=[C:28]([S:30](Cl)(=[O:32])=[O:31])[S:27][C:26]=2[CH:34]=1.COC1C=C2C(C=CC(S(Cl)(=O)=O)=C2)=CC=1>C(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:30]([C:28]4[S:27][C:26]5[CH:34]=[C:22]([Cl:21])[CH:23]=[CH:24][C:25]=5[CH:29]=4)(=[O:32])=[O:31])[C:4]3=[O:20])=[CH:10][CH:11]=2)[N:16]=1

Participants

5

Reactant 3

HCID 105152667-methoxynaphthalene-2-sulfonyl ChlorideHCID 151586416-Chlorobenzo[b]thiophene-2-sulfonyl chlorideHCID 20680740HCID 20680740, compound

Product 1

HCID 53883616HCID 53883616, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound is prepared in CH2Cl2 instead of CH3CN from 7-(3-(S)-amino-2-oxopyrrolidin-1-ylmethyl)-2-chloro-quinoline hydrochloride as described in EXAMPLE 1, Part K using 6-chloro-benzo[b]thiophene-2-sulfonyl chloride as prepared in EXAMPLE 9, Parts A, B and C in place of 7-methoxynaphthalene-2-sulfonyl chloride. The crude product is triturated from EtOAc/hexanes to afford the title compound as a beige solid.

Workup

  1. customThe crude product is triturated from EtOAc/hexanes

Sources & evidence

ORD record
ord-486c2babe5274e5bb5ca505b439ce6a1
Source dataset
uspto-grants-2001_08
Patent number
US06281227B1

Reaction notes

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