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Potassium Carbonate → 2-(3,5-Bis-(4-fluoro-phenyl)-(1,2,4)triazol-1-yl)-1-(4-pyrimidin-2-yl-piperazin-1-yl)-ethanone

HRID 336380
Notes
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Reaction equation

HRID 336380 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]=[C:11]([C:13]3[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=3)[NH:10][N:9]=2)=[CH:4][CH:3]=1.Br[CH2:21][C:22]([N:24]1[CH2:29][CH2:28][N:27]([C:30]2[N:35]=[CH:34][CH:33]=[CH:32][N:31]=2)[CH2:26][CH2:25]1)=[O:23].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[N:12]=[C:11]([C:13]3[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=3)[N:10]([CH2:21][C:22]([N:24]3[CH2:25][CH2:26][N:27]([C:30]4[N:31]=[CH:32][CH:33]=[CH:34][N:35]=4)[CH2:28][CH2:29]3)=[O:23])[N:9]=2)=[CH:6][CH:7]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 636798462-Bromo-1-(4-pyrimidin-2-ylpiperazin-1-yl)ethanoneHCID 866865153,5-bis-(4-Fluoro-phenyl)-1H-(1,2,4)triazole

Product 1

HCID 716671292-(3,5-Bis-(4-fluoro-phenyl)-(1,2,4)triazol-1-yl)-1-(4-pyrimidin-2-yl-piperazin-1-yl)-ethanoneYield 69.1%

Reagents, catalysts & solvents 1

HCID 180
Acetone
Solvent

Procedure

100 mg 3,5-bis-(4-fluoro-phenyl)-1H-(1,2,4)triazole, 111 mg 2-bromo-1-(4-pyrimidin-2-yl-piperazin-1-yl)-ethanon and 237 mg potassiumcarbonat in 5 mL acetone was stirred 24 h at RT. The reaction was filtered and the filtrate was evaporated. The residue was crystallized with acetonitrile to yield 124 mg of the desired compound.

Workup

  1. filtrationThe reaction was filtered
  2. customthe filtrate was evaporated
  3. customThe residue was crystallized with acetonitrile

Sources & evidence

ORD record
ord-e32d1c6fcde94e279d860502355a0586
Source dataset
uspto-grants-2014_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08889677B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes