2-Chlorobenzenesulfonyl chloride → HCID 59578038, compound

HRID 2194110Notes

Reaction equation

HRID 2194110 reaction equation
C(O[C:4]([C:6]1([CH2:12][CH2:13]OC)[CH2:11][CH2:10][NH:9][CH2:8][CH2:7]1)=[O:5])C.[Cl:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[S:23](Cl)(=[O:25])=[O:24].[CH:27]1([O:32][C:33]2[CH:38]=[CH:37][C:36]([NH2:39])=[CH:35][CH:34]=2)[CH2:31][CH2:30][CH2:29][CH2:28]1>>[Cl:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[S:23]([N:9]1[CH2:8][CH2:7][C:6]2([C:4](=[O:5])[N:39]([C:36]3[CH:35]=[CH:34][C:33]([O:32][CH:27]4[CH2:31][CH2:30][CH2:29][CH2:28]4)=[CH:38][CH:37]=3)[CH2:13][CH2:12]2)[CH2:11][CH2:10]1)(=[O:25])=[O:24]

Participants

4

Reactant 3

HCID 761872-Chlorobenzenesulfonyl chlorideHCID 64844484-(cyclopentyloxy)anilineHCID 567539694-(2-Methoxy-ethyl)-piperidine-4-carboxylic acid ethyl ester

Product 1

HCID 59578038HCID 59578038, compound

Procedure

Light brown crystalline solid. MS (ESI): 489.3 (MH+). This example was prepared in analogy to example 1 step C) to D) from 4-(2-methoxy-ethyl)-piperidine-4-carboxylic acid ethyl ester (example 1 step B)), 2-chlorobenzenesulfonyl chloride and 4-cyclopentyloxy-phenylamine (synthesis: Fortin et al.; Bioorganic and Medicinal Chemistry; 16; 2008; 7477).

Sources & evidence

ORD record
ord-8fd23e5e76fc4e9d96a5e4fad8b441da
Source dataset
uspto-grants-2012_12
Patent number
US08329904B2

Reaction notes

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