Acetyl chloride → 3-({Acetyl-[3-(2-chloro-pyrimidin-4-yl)-benzyl]-amino}-methyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

HRID 14832Notes

Reaction equation

HRID 14832 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][CH:10]([CH2:13][NH:14][CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([C:22]3[CH:27]=[CH:26][N:25]=[C:24]([Cl:28])[N:23]=3)[CH:17]=2)[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[C:29](Cl)(=[O:31])[CH3:30]>>[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][CH:10]([CH2:13][N:14]([C:29](=[O:31])[CH3:30])[CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([C:22]3[CH:27]=[CH:26][N:25]=[C:24]([Cl:28])[N:23]=3)[CH:17]=2)[CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 6367Acetyl chlorideHCID 866032793-{[3-(2-Chloro-pyrimidin-4-yl)-benzylamino]-methyl}-pyrrolidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 866032803-({Acetyl-[3-(2-chloro-pyrimidin-4-yl)-benzyl]-amino}-methyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

Procedure

Intermediate 59 was coupled with acetyl chloride following procedure D. LC-MS showed the product had the expected M+H+ of 445.

Sources & evidence

ORD record
ord-6814559c5f8a4fb8ac2fd71cdb60ac72
Source dataset
uspto-grants-2010_06
Patent number
US07732444B2

Reaction notes

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