1-(2,4-dimethoxyphenyl)piperazine → 4-(2,4-Dimethoxyphenyl)-piperazine-1-carboxylic acid 4-(5-trifluoromethyl-pyridin-2-yloxy)-phenyl Ester

HRID 1179967Notes

Reaction equation

HRID 1179967 reaction equation
Cl[C:2]([O:4][C:5]1[CH:10]=[CH:9][C:8]([O:11][C:12]2[CH:17]=[CH:16][C:15]([C:18]([F:21])([F:20])[F:19])=[CH:14][N:13]=2)=[CH:7][CH:6]=1)=[O:3].[CH3:22][O:23][C:24]1[CH:29]=[C:28]([O:30][CH3:31])[CH:27]=[CH:26][C:25]=1[N:32]1[CH2:37][CH2:36][NH:35][CH2:34][CH2:33]1>>[F:19][C:18]([F:21])([F:20])[C:15]1[CH:16]=[CH:17][C:12]([O:11][C:8]2[CH:9]=[CH:10][C:5]([O:4][C:2]([N:35]3[CH2:34][CH2:33][N:32]([C:25]4[CH:26]=[CH:27][C:28]([O:30][CH3:31])=[CH:29][C:24]=4[O:23][CH3:22])[CH2:37][CH2:36]3)=[O:3])=[CH:6][CH:7]=2)=[N:13][CH:14]=1

Participants

3

Reactant 2

HCID 27362041-(2,4-dimethoxyphenyl)piperazineHCID 220477624-(5-Trifluoromethylpyridin-2-yloxy)-phenyl chloroformate

Product 1

HCID 695179254-(2,4-Dimethoxyphenyl)-piperazine-1-carboxylic acid 4-(5-trifluoromethyl-pyridin-2-yloxy)-phenyl EsterYield 69%

Procedure

The title compound was prepared from 4-(5-trifluoromethyl-pyridin-2-yloxy)-phenyl chloroformate and 1-(2,4-dimethoxyphenyl)-piperazine. Purified by flash chromatography (ethyl acetate—heptane 1:4), yield 69%. White crystals, m.p. 98-99° C.; HPLC-MS: m/z=504 (M+1) at Rt=4.0 min.; IR (KBr): ν 1733, 1712 (C═O) cm−1.

Workup

  1. customPurified by flash chromatography (ethyl acetate—heptane 1:4), yield 69%

Sources & evidence

ORD record
ord-cbffb1d34c384b9cbb10076164059337
Source dataset
uspto-grants-2007_10
Patent number
US07279470B2

Reaction notes

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