6-Chloronicotinoyl Chloride → HCID 22057973, compound

HRID 2302249Notes

Reaction equation

HRID 2302249 reaction equation
[Cl:1][C:2]1[N:7]=[CH:6][C:5]([C:8](Cl)=[O:9])=[CH:4][CH:3]=1.[NH2:11][C:12]1[CH:13]=[CH:14][C:15]([CH3:31])=[C:16]([NH:18][C:19]([C:21]2[CH:22]=[C:23]3[C:28](=[CH:29][CH:30]=2)[N:27]=[CH:26][CH:25]=[CH:24]3)=[O:20])[CH:17]=1>C(N(CC)CC)C>[Cl:1][C:2]1[N:7]=[CH:6][C:5]([C:8]([NH:11][C:12]2[CH:13]=[CH:14][C:15]([CH3:31])=[C:16]([NH:18][C:19]([C:21]3[CH:22]=[C:23]4[C:28](=[CH:29][CH:30]=3)[N:27]=[CH:26][CH:25]=[CH:24]4)=[O:20])[CH:17]=2)=[O:9])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 27821656-Chloronicotinoyl ChlorideHCID 22057974HCID 22057974, compound

Product 1

HCID 22057973HCID 22057973, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

Using an analogous procedure to that described in Example 4, 6-chloropyrid-3-ylcarbonyl 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 16 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; Mass Spectrum: M−H− 415.

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-908f767a7ac84cca87b3000afec54491
Source dataset
uspto-grants-2002_08
Patent number
US06432949B1

Reaction notes

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