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

HRID 14825

Reaction equation

HRID 14825 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][CH:10]([NH:13][CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([C:21]3[CH:26]=[CH:25][N:24]=[C:23]([Cl:27])[N:22]=3)[CH:16]=2)[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:28][S:29](Cl)(=[O:31])=[O:30]>>[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][CH:10]([N:13]([CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([C:21]3[CH:26]=[CH:25][N:24]=[C:23]([Cl:27])[N:22]=3)[CH:16]=2)[S:29]([CH3:28])(=[O:31])=[O:30])[CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 866032683-[3-(2-Chloro-pyrimidin-4-yl)-benzylamino]-pyrrolidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 866032693-{[3-(2-Chloro-pyrimidin-4-yl)-benzyl]-methanesulfonyl-amino}-pyrrolidine-1-carboxylic acid tert-butyl ester

Procedure

Intermediate 53 was coupled with methanesulfonyl chloride following procedure D. LC-MS showed the product had the expected M+H+ of 467.

Sources & evidence

ORD record
ord-2e567960199b4a0e935792987e7f330e
Source dataset
uspto-grants-2010_06
Patent number
US07732444B2

Linked notes

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