(R)-1-Boc-3-methylpiperazine → 4-[3-(2-Chloro-pyrimidin-4-yl)-benzyl]-3-methyl-piperazine-1-carboxylic acid tert-butyl ester

HRID 14890Notes

Reaction equation

HRID 14890 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][C@H:25]([CH3:29])[CH2:24]1)=[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)[CH:25]([CH3:29])[CH2:24]1)=[O:22])([CH3:19])([CH3:17])[CH3:18]

Participants

3

Reactant 2

HCID 2756811(R)-1-Boc-3-methylpiperazineHCID 249019653-(2-Chloro-pyrimidin-4-yl)-benzaldehyde

Product 1

HCID 866033054-[3-(2-Chloro-pyrimidin-4-yl)-benzyl]-3-methyl-piperazine-1-carboxylic acid tert-butyl ester

Procedure

Intermediate 1 was coupled with 3-(R)Methyl-piperazine-1-carboxylic acid tert-butyl ester following procedure B. LC-MS showed the product had the expected M+H+ of 403.

Sources & evidence

ORD record
ord-aa87c917396a4bebad6e27eda062f5d9
Source dataset
uspto-grants-2010_06
Patent number
US07732444B2

Reaction notes

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