tert-Butyl 2-phenylpiperazine-1-carboxylate → (2R)-tert-butyl 4-(3-(2-chloropyrimidin-4-yl)benzyl)-2-phenylpiperazine-1-carboxylate

HRID 14906Notes

Reaction equation

HRID 14906 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[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)=[O:22])([CH3:19])([CH3:18])[CH3:17]>>[Cl:1][C:2]1[N:7]=[C:6]([C:8]2[CH:9]=[C:10]([CH:13]=[CH:14][CH:15]=2)[CH2:11][N:26]2[CH2:27][CH2:28][N:23]([C:21]([O:20][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:22])[C@H:24]([C:29]3[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=3)[CH2:25]2)[CH:5]=[CH:4][N:3]=1

Participants

3

Reactant 2

HCID 16740572tert-Butyl 2-phenylpiperazine-1-carboxylateHCID 249019653-(2-Chloro-pyrimidin-4-yl)-benzaldehyde

Product 1

HCID 86603309(2R)-tert-butyl 4-(3-(2-chloropyrimidin-4-yl)benzyl)-2-phenylpiperazine-1-carboxylate

Procedure

Intermediate 1 was coupled with 2-phenyl-piperazine-1-carboxylic acid tert-butyl ester following procedure B. LC-MS showed the product had the expected M+H+ of 465.

Sources & evidence

ORD record
ord-b520e099ebe648dbae919665502c08da
Source dataset
uspto-grants-2010_06
Patent number
US07732444B2

Reaction notes

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