1-(3-(Trifluoromethyl)phenyl)piperazine → HCID 22031546, compound

HRID 1792443Notes

Reaction equation

HRID 1792443 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[CH:7][N:6]=[C:5]2Cl.[F:13][C:14]([F:28])([F:27])[C:15]1[CH:16]=[C:17]([N:21]2[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]2)[CH:18]=[CH:19][CH:20]=1.C(N(CC)CC)C>CN(C)C=O>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[CH:7][N:6]=[C:5]2[N:24]1[CH2:23][CH2:22][N:21]([C:17]2[CH:18]=[CH:19][CH:20]=[C:15]([C:14]([F:27])([F:28])[F:13])[CH:16]=2)[CH2:26][CH2:25]1

Participants

5

Reactant 3

HCID 42961-(3-(Trifluoromethyl)phenyl)piperazineHCID 8471TriethylamineHCID 167703106-Bromo-4-chloro-quinazoline

Product 1

HCID 22031546HCID 22031546, compoundYield 66.8%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 300 mg 6-bromo-4-chloroquinazoline, 350 mg 1-[3-(trifluoromethyl)phenyl]piperazine, 0.18 mL triethylamine and 5 mL N,N-dimethylformamide was stirred at room temperature for 4 hours. After the solvent was evaporated, the residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give a yellow oil. This product was crystallized from diethyl ether to give 360 mg of the title compound as pale yellow crystals.

Workup

  1. customAfter the solvent was evaporated
  2. customthe residue was purified by silica gel column chromatography (hexane/ethyl acetate)
  3. customto give a yellow oil
  4. customThis product was crystallized from diethyl ether

Sources & evidence

ORD record
ord-3c5a26d55dd54e2e9666e23a47ffb5d3
Source dataset
uspto-grants-2006_07
Patent number
US07074801B1

Reaction notes

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