Potassium Carbonate → HCID 53713961, compound

HRID 1267127Notes

Reaction equation

HRID 1267127 reaction equation
[N:1]1([C:7]2[CH:8]=[C:9]([NH:13][C:14]([C:16]3[C:17]([C:22]4[CH:27]=[CH:26][C:25]([C:28]([F:31])([F:30])[F:29])=[CH:24][CH:23]=4)=[CH:18][CH:19]=[CH:20][CH:21]=3)=[O:15])[CH:10]=[CH:11][CH:12]=2)[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.C([O-])([O-])=O.[K+].[K+].[C:38]([C:40]1[CH:41]=[C:42]([CH:45]=[CH:46][CH:47]=1)[CH2:43]Br)#[N:39]>CC(C)=O>[C:38]([C:40]1[CH:41]=[C:42]([CH:45]=[CH:46][CH:47]=1)[CH2:43][N:4]1[CH2:5][CH2:6][N:1]([C:7]2[CH:8]=[C:9]([NH:13][C:14]([C:16]3[C:17]([C:22]4[CH:27]=[CH:26][C:25]([C:28]([F:29])([F:31])[F:30])=[CH:24][CH:23]=4)=[CH:18][CH:19]=[CH:20][CH:21]=3)=[O:15])[CH:10]=[CH:11][CH:12]=2)[CH2:2][CH2:3]1)#[N:39]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 97249Benzonitrile, 3-(bromomethyl)-HCID 53736561HCID 53736561, compound

Product 1

HCID 53713961HCID 53713961, compoundYield 26.8%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a solution of 4′-trifluoromethyl-biphenyl-2-carboxylic acid (3-piperazin-1-yl-phenyl)-amide (0.5 g) in acetone (20 mL) containing K2CO3 (0.19 g) was added 3-cyano-benzyl bromide (0.23 g) and the mixture was heated at reflux for 2 hours. The solution was cooled at room temperature and the salts were removed by filtration, washed with acetone and the filtrate was evaporated under reduced pressure. The residue was purified by crystallizatiori from AcOEt to give the title compound (0.17 g) as white crystals.

Workup

  1. temperaturethe mixture was heated
  2. temperatureat reflux for 2 hours
  3. customthe salts were removed by filtration
  4. washwashed with acetone
  5. customthe filtrate was evaporated under reduced pressure
  6. customThe residue was purified by crystallizatiori from AcOEt

Sources & evidence

ORD record
ord-d52eedda987648488dfbe1facb28c153
Source dataset
uspto-grants-2003_04
Patent number
US06552022B1

Reaction notes

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