1-(4-Fluorophenyl)piperazine → HCID 22386540, compound

HRID 1072417Notes

Reaction equation

HRID 1072417 reaction equation
Cl[C:2]1[N:7]2[CH:8]=[CH:9][N:10]=[C:6]2[CH:5]=[C:4]([C:11]2[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[C:13]([O:19][CH3:20])[CH:12]=2)[N:3]=1.[F:21][C:22]1[CH:27]=[CH:26][C:25]([N:28]2[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]2)=[CH:24][CH:23]=1.C(N(C(C)C)CC)(C)C>CC(O)C>[CH3:20][O:19][C:13]1[CH:12]=[C:11]([C:4]2[N:3]=[C:2]([N:31]3[CH2:30][CH2:29][N:28]([C:25]4[CH:24]=[CH:23][C:22]([F:21])=[CH:27][CH:26]=4)[CH2:33][CH2:32]3)[N:7]3[CH:8]=[CH:9][N:10]=[C:6]3[CH:5]=2)[CH:16]=[CH:15][C:14]=1[O:17][CH3:18]

Participants

5

Reactant 3

HCID 752601-(4-Fluorophenyl)piperazineHCID 81531DiisopropylethylamineHCID 223865465-Chloro-7-(3,4-dimethoxyphenyl)imidazo[1,2-c]pyrimidine

Product 1

HCID 22386540HCID 22386540, compoundYield 64.6%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

The mixture of 5-chloro-7-(3,4-dimethoxyphenyl) imidazo[1,2-c]pyrimidine (57.94 mg, 0.2 mmol), 1-(4-fluorophenyl)piperazine.2HCl (55.69 mg, 0.22 mmol), and diisopropylethylamine (85.31 mg, 0.66 mmol) in 3 ml of 2-propanol was stirred at 90° C. for 3 h, and cooled to room temperature. To the obtained mixture, 3 ml of ice water was added, the produced white solid was collected by filtration, and dried to give the pure product (56 mg, 64.6%) of 7-(3,4-Dimethoxyphenyl)-5-[4-(4-fluorophenyl)piperazin-1-yl]-imidazo[-1,2-c]pyrimidine.

Workup

  1. filtrationthe produced white solid was collected by filtration
  2. customdried

Sources & evidence

ORD record
ord-6a86ffa376f04303b81c14c43882216b
Source dataset
uspto-grants-2005_06
Patent number
US06911443B2

Reaction notes

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