Triethylamine → 2-(4-Benzylpiperazin-1-yl)-5-trifluoromethylpyrimidine

HRID 32755Notes

Reaction equation

HRID 32755 reaction equation
[Cl-].C[N:3]([CH3:14])[CH:4]=[C:5]([C:10]([F:13])([F:12])[F:11])[CH:6]=[N+:7](C)C.Cl.[CH2:16]([N:23]1[CH2:28][CH2:27][N:26](C(N)=N)[CH2:25][CH2:24]1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.C(N(CC)CC)C>C(#N)C>[CH2:16]([N:23]1[CH2:28][CH2:27][N:26]([C:14]2[N:3]=[CH:4][C:5]([C:10]([F:11])([F:12])[F:13])=[CH:6][N:7]=2)[CH2:25][CH2:24]1)[C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 162472734-Benzylpiperazine-1-carboximidamide hydrochlorideHCID 85377738HCID 85377738, compound

Product 1

HCID 468388822-(4-Benzylpiperazin-1-yl)-5-trifluoromethylpyrimidineYield 94.6%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a solution of (3-Dimethylamino-2-trifluoromethyl-allylidene)-dimethyl-ammonium chloride ([176214-18-9], 0.60 g) in acetonitrile (10 mL) was added 4-Benzyl-piperazine-1-carboxamidine hydrochloride ([7773-69-5], 0.66 g) and triethylamine (0.87 mL) and the reaction mixture was stirred for 3 hours at room temperature. After such time the reaction mixture was concentrated in vacuo and purified by column chromatography to yield the title compound as a light yellow solid (0.79 g). MS (m/e): 323.4 (M+H+).

Workup

  1. concentrationAfter such time the reaction mixture was concentrated in vacuo
  2. custompurified by column chromatography

Sources & evidence

ORD record
ord-9e9952ebd8774798903f241ed9da1d51
Source dataset
uspto-grants-2008_09
Patent number
US07427612B2

Reaction notes

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