3-(2-Chloro-pyrimidin-4-yl)-benzaldehyde → 4-[3-(2-Chloro-pyrimidin-4-yl)-benzyl]-2-isobutyl-piperazine-1-carboxylic acid tert-butyl ester

HRID 14894Notes

Reaction equation

HRID 14894 reaction equation
[Cl:1][C:2]1[N:7]=[C:6]([C:8]2[CH:9]=[C:10]([CH:13]=[CH:14][CH:15]=2)[CH:11]=O)[CH:5]=[CH:4][N:3]=1.[C:16]([O:20][C:21]([N:23]1[CH2:28][CH2:27][NH:26][CH2:25][CH:24]1[CH2:29][CH:30]([CH3:32])[CH3:31])=[O:22])([CH3:19])([CH3:18])[CH3:17]>>[C:16]([O:20][C:21]([N:23]1[CH2:28][CH2:27][N:26]([CH2:11][C:10]2[CH:13]=[CH:14][CH:15]=[C:8]([C:6]3[CH:5]=[CH:4][N:3]=[C:2]([Cl:1])[N:7]=3)[CH:9]=2)[CH2:25][CH:24]1[CH2:29][CH:30]([CH3:32])[CH3:31])=[O:22])([CH3:19])([CH3:18])[CH3:17]

Participants

3

Reactant 2

HCID 249019653-(2-Chloro-pyrimidin-4-yl)-benzaldehydeHCID 45073240Tert-butyl 2-isobutylpiperazine-1-carboxylate

Product 1

HCID 866033074-[3-(2-Chloro-pyrimidin-4-yl)-benzyl]-2-isobutyl-piperazine-1-carboxylic acid tert-butyl ester

Procedure

Intermediate 1 was coupled with 2-Isobutyl-piperazine-1-carboxylic acid tert-butyl ester following procedure B. LC-MS showed the product had the expected M+H+ of 445.

Sources & evidence

ORD record
ord-7824e5ef0511438ebfc5a315160d3e21
Source dataset
uspto-grants-2010_06
Patent number
US07732444B2

Reaction notes

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