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

HRID 1828733Notes

Reaction equation

HRID 1828733 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-2-methylphenyl)-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-cd0c771dd6a54a6ca16a150c8ab4a1f7
Source dataset
uspto-grants-2006_06
Patent number
US07060700B2

Reaction notes

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