Trifluoroacetic acid → 4-[4-(2-Carboxy-ethyl)-piperazin-1-yl]-6-(3-trifluoromethyl-phenyl)-pyrimidine-2-carbonitrile trifluoroacetic acid salt

HRID 2053077Notes

Reaction equation

HRID 2053077 reaction equation
C([O:5][C:6]([CH2:8][CH2:9][N:10]1[CH2:15][CH2:14][N:13]([C:16]2[CH:21]=[C:20]([C:22]3[CH:27]=[CH:26][CH:25]=[C:24]([C:28]([F:31])([F:30])[F:29])[CH:23]=3)[N:19]=[C:18]([C:32]#[N:33])[N:17]=2)[CH2:12][CH2:11]1)=[O:7])(C)(C)C.[F:34][C:35]([F:40])([F:39])[C:36]([OH:38])=[O:37]>ClCCl>[F:34][C:35]([F:40])([F:39])[C:36]([OH:38])=[O:37].[C:6]([CH2:8][CH2:9][N:10]1[CH2:11][CH2:12][N:13]([C:16]2[CH:21]=[C:20]([C:22]3[CH:27]=[CH:26][CH:25]=[C:24]([C:28]([F:30])([F:29])[F:31])[CH:23]=3)[N:19]=[C:18]([C:32]#[N:33])[N:17]=2)[CH2:14][CH2:15]1)([OH:7])=[O:5]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 588780684-[4-(2-Tert-butyloxycarbonylethyl)-piperazin-1-yl]-6-(3-trifluoromethyl-phenyl)pyrimidine-2-carbonitrile

Product 1

HCID 875890974-[4-(2-Carboxy-ethyl)-piperazin-1-yl]-6-(3-trifluoromethyl-phenyl)-pyrimidine-2-carbonitrile trifluoroacetic acid salt

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirring solution of the compound of Example 4 (22 mg) in dichloromethane (2 ml) was added trifluoroacetic acid (1 ml). The resulting solution was stirred at room temperature for 1 hr before concentrating in vacuo. The residue was then purified using preparative HPLC to give 4-[4-(2-carboxy-ethyl)-piperazin-1-yl]-6-(3-trifluoromethyl-phenyl)-pyrimidine-2-carbonitrile trifluoroacetic acid salt as a white solid (8.5 mg).

Workup

  1. concentrationbefore concentrating in vacuo
  2. customThe residue was then purified

Sources & evidence

ORD record
ord-a50ad4dc61534af3b0a50908a5ca1cfe
Source dataset
uspto-grants-2008_02
Patent number
US07326715B2

Reaction notes

Loading…