Trifluoroacetic acid → Trifluoroacetic acid

HRID 2053073Notes

Reaction equation

HRID 2053073 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[C:18]([C:20]3[CH:25]=[CH:24][CH:23]=[C:22]([C:26]([F:29])([F:28])[F:27])[CH:21]=3)[N:17]=[C:16]([C:30]#[N:31])[N:15]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.[F:32][C:33]([F:38])([F:37])[C:34]([OH:36])=[O:35]>ClCCl>[F:32][C:33]([F:38])([F:37])[C:34]([OH:36])=[O:35].[N:11]1([C:14]2[CH:19]=[C:18]([C:20]3[CH:25]=[CH:24][CH:23]=[C:22]([C:26]([F:27])([F:28])[F:29])[CH:21]=3)[N:17]=[C:16]([C:30]#[N:31])[N:15]=2)[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]1.[F:32][C:33]([F:38])([F:37])[C:34]([OH:36])=[O:35]

Participants

5

Reactant 2

HCID 6422Trifluoroacetic acidHCID 588780604-(4-Tert-butoxycarbonyl-piperazin-1-yl)-6-(3-trifluoromethyl-phenyl)-pyrimidine-2-carbonitrile

Product 2

HCID 6422Trifluoroacetic acidHCID 866124954-(Piperazin-1-yl)-6-(3-trifluoromethylphenyl)-pyrimidine-2-carbonitrile trifluoroacetic acid salt

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirring solution of 4-(4-tert-butoxycarbonyl-piperazin-1-yl)-6-(3-trifluoromethyl-phenyl)-pyrimidine-2-carbonitrile (50 mg) in dichloromethane (1 ml) was added trifluoroacetic acid (250 μl). The resulting solution was stirred at room temperature for 2 hrs. Reaction mixture was concentrated in vacuo and the residue was dissolved in acetonitrile and purified using the prep-HPLC to give the title compound trifluoroacetic acid salt as a white solid (6 mg).

Workup

  1. customReaction mixture
  2. concentrationwas concentrated in vacuo
  3. dissolutionthe residue was dissolved in acetonitrile
  4. custompurified

Sources & evidence

ORD record
ord-f3d716daa55a4ea48190c1c8fb7177a7
Source dataset
uspto-grants-2008_02
Patent number
US07326715B2

Reaction notes

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