4-(Trifluoromethyl)benzoyl chloride → HCID 22057983, compound

HRID 2302259Notes

Reaction equation

HRID 2302259 reaction equation
[F:1][C:2]([F:13])([F:12])[C:3]1[CH:11]=[CH:10][C:6]([C:7](Cl)=[O:8])=[CH:5][CH:4]=1.[NH2:14][C:15]1[CH:16]=[CH:17][C:18]([CH3:34])=[C:19]([NH:21][C:22]([C:24]2[CH:25]=[C:26]3[C:31](=[CH:32][CH:33]=2)[N:30]=[CH:29][CH:28]=[CH:27]3)=[O:23])[CH:20]=1>C(N(CC)CC)C>[F:1][C:2]([F:13])([F:12])[C:3]1[CH:11]=[CH:10][C:6]([C:7]([NH:14][C:15]2[CH:16]=[CH:17][C:18]([CH3:34])=[C:19]([NH:21][C:22]([C:24]3[CH:25]=[C:26]4[C:31](=[CH:32][CH:33]=3)[N:30]=[CH:29][CH:28]=[CH:27]4)=[O:23])[CH:20]=2)=[O:8])=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 676074-(Trifluoromethyl)benzoyl chlorideHCID 22057974HCID 22057974, compound

Product 1

HCID 22057983HCID 22057983, compoundYield 52%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

Using an analogous procedure to that described in Example 4, 4-trifluoromethylbenzoyl chloride was reacted with N-(5-amino-2methylphenyl)-quinoline-6-carboxamide in the presence of triethylamine. The reaction mixture was stirred at ambient temperature for 18 hours and then evaporated. The residue was purified by column chromatography on silica using increasingly polar mixtures of methylene chloride and methanol as eluent. There was thus obtained the title compound in 52% yield; Mass Spectrum: M+H+ 450.

Workup

  1. customevaporated
  2. customThe residue was purified by column chromatography on silica using
  3. temperatureincreasingly polar mixtures of methylene chloride and methanol as eluent

Sources & evidence

ORD record
ord-c86fb135c71f45c886efa84ebd057889
Source dataset
uspto-grants-2002_08
Patent number
US06432949B1

Reaction notes

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