Propanal → 4-{[3-(2-Chloro-pyrimidin-4-yl)-benzyl]-propyl-amino}-piperidine-1-carboxylic acid tert-butyl ester

HRID 14873Notes

Reaction equation

HRID 14873 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([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)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH:29](=O)[CH2:30][CH3:31]>>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([N: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)[CH2:29][CH2:30][CH3:31])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 527PropanalHCID 866032634-[3-(2-Chloro-pyrimidin-4-yl)-benzylamino]-piperidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 866032954-{[3-(2-Chloro-pyrimidin-4-yl)-benzyl]-propyl-amino}-piperidine-1-carboxylic acid tert-butyl ester

Procedure

Intermediate 29 was coupled with propionaldehyde following procedure E. LC-MS showed the product had the expected M+H+ of 445.

Sources & evidence

ORD record
ord-77af6dfac59f4a4e8abc0c3fb9606152
Source dataset
uspto-grants-2010_06
Patent number
US07732444B2

Reaction notes

Loading…