1-(2-Pyrimidinyl)piperazine → 1-Pyrimidin-2-yl-4-[(4'-trifluoromethyl-3-biphenylyl)methyl]piperazine

HRID 1384076Notes

Reaction equation

HRID 1384076 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[N:3][C:2]=1[N:7]1[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]1.Cl[CH2:14][C:15]1[CH:16]=[C:17]([C:21]2[CH:26]=[CH:25][C:24]([C:27]([F:30])([F:29])[F:28])=[CH:23][CH:22]=2)[CH:18]=[CH:19][CH:20]=1>C1COCC1>[N:1]1[CH:6]=[CH:5][CH:4]=[N:3][C:2]=1[N:7]1[CH2:12][CH2:11][N:10]([CH2:14][C:15]2[CH:16]=[C:17]([C:21]3[CH:26]=[CH:25][C:24]([C:27]([F:28])([F:29])[F:30])=[CH:23][CH:22]=3)[CH:18]=[CH:19][CH:20]=2)[CH2:9][CH2:8]1

Participants

4

Reactant 2

HCID 887471-(2-Pyrimidinyl)piperazineHCID 222801383-(4-Trifluoromethylphenyl)-benzyl chloride

Product 1

HCID 211861061-Pyrimidin-2-yl-4-[(4'-trifluoromethyl-3-biphenylyl)methyl]piperazine

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of 1.6 g of 1-pyrimidin-2-ylpiperazine in 200 ml of THF is treated with 2.75 g of 3-chloromethyl-4′-trifluoromethylbiphenyl (“H”) [obtainable, for example, by radical chlorination of 3-methyl-4′-trifluoromethylbiphenyl], dissolved in 30 ml of THF, and the mixture is stirred for 4 hours at room temperature. After customary work-up, 1-pyrimidin-2-yl-4-[(4′-trifluoromethyl-3-biphenylyl)methyl]piperazine is obtained.

Sources & evidence

ORD record
ord-73c4577747184f069921b035505c399b
Source dataset
uspto-grants-2001_07
Patent number
US06258813B1

Reaction notes

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