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

HRID 2386428Notes

Reaction equation

HRID 2386428 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH:9]1[CH2:14][CH2:15][NH:16][CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([C:24]2[CH:29]=[CH:28][N:27]=[C:26]([Cl:30])[N:25]=2)[CH:19]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:31][S:32](Cl)(=[O:34])=[O:33]>>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH:9]1[CH2:14][CH2:15][N:16]([CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([C:24]2[CH:29]=[CH:28][N:27]=[C:26]([Cl:30])[N:25]=2)[CH:19]=1)[S:32]([CH3:31])(=[O:34])=[O:33])=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 866032762-{2-[3-(2-Chloro-pyrimidin-4-yl)-benzylamino]-ethyl}-piperidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 866032772-(2-{[3-(2-Chloro-pyrimidin-4-yl)-benzyl]-methanesulfonyl-amino}-ethyl)-piperidine-1-carboxylic acid tert-butyl ester

Procedure

Intermediate 57 was coupled with methanesulfonyl chloride following procedure D. LC-MS showed the product had the expected M+H+ of 509.

Sources & evidence

ORD record
ord-a367775ad4094f3fa9cbf0e3a84df3d6
Source dataset
uspto-grants-2012_09
Patent number
US08268822B2

Reaction notes

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