Trifluoroacetic acid → 2-(3-Methylpiperazin-1-yl)pyrimidine

HRID 239149Notes

Reaction equation

HRID 239149 reaction equation
FC(F)(F)C(O)=O.C(OC([N:15]1[CH2:20][CH2:19][N:18]([C:21]2[N:26]=[CH:25][CH:24]=[CH:23][N:22]=2)[CH2:17][CH:16]1[CH3:27])=O)(C)(C)C>ClCCl>[CH3:27][CH:16]1[NH:15][CH2:20][CH2:19][N:18]([C:21]2[N:22]=[CH:23][CH:24]=[CH:25][N:26]=2)[CH2:17]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 71634900HCID 71634900, compound

Product 1

HCID 134493102-(3-Methylpiperazin-1-yl)pyrimidineYield 97.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

5 mL trifluoro acetic acid was added to 240 mg of 2-methyl-4-pyrimidin-2-yl-piperazine-1-carboxylic acid tert-butyl ester in 10 mL dichlormethane. The mixture was stirred for 24 h at RT. The solvent of the mixture was evaporated and the residue was dissolved in dichlormethane and extracted with 10% aqueous potassium hydrogencarbonate. The organic layer was evaporated to yield 150 mg of the desired product. Rt: 0.50 min (method B), (M+H)+: 179

Workup

  1. customThe solvent of the mixture was evaporated
  2. dissolutionthe residue was dissolved in dichlormethane
  3. extractionextracted with 10% aqueous potassium hydrogencarbonate
  4. customThe organic layer was evaporated

Sources & evidence

ORD record
ord-d46f3a18a8e448c99daba96b81750d5a
Source dataset
uspto-grants-2014_02
Patent number
US08642774B2

Reaction notes

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