Methanesulfonyl chloride → 4-({[3-(2-Chloro-pyrimidin-4-yl)-benzyl]-methanesulfonyl-amino}-methyl)-piperidine-1-carboxylic acid tert-butyl ester

HRID 14827Notes

Reaction equation

HRID 14827 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][NH:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([C:23]3[CH:28]=[CH:27][N:26]=[C:25]([Cl:29])[N:24]=3)[CH:18]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:30][S:31](Cl)(=[O:33])=[O:32]>>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][N:15]([CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([C:23]3[CH:28]=[CH:27][N:26]=[C:25]([Cl:29])[N:24]=3)[CH:18]=2)[S:31]([CH3:30])(=[O:33])=[O:32])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 866032664-{[3-(2-Chloro-pyrimidin-4-yl)-benzylamino]-methyl}-piperidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 866032674-({[3-(2-Chloro-pyrimidin-4-yl)-benzyl]-methanesulfonyl-amino}-methyl)-piperidine-1-carboxylic acid tert-butyl ester

Procedure

Intermediate 55 was coupled with methanesulfonyl chloride following procedure D. LC-MS showed the product had the expected M+H+ of 495.

Sources & evidence

ORD record
ord-f548975b7ec649639d1b573a5e4b6aef
Source dataset
uspto-grants-2010_06
Patent number
US07732444B2

Reaction notes

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