Triethylamine → HCID 22058002, compound

HRID 1828716Notes

Reaction equation

HRID 1828716 reaction equation
C(N(CC)CC)C.[Cl:8][C:9]1[CH:17]=[CH:16][C:12]([C:13](Cl)=[O:14])=[CH:11][CH:10]=1.[NH2:18][C:19]1[CH:20]=[CH:21][C:22]([CH3:38])=[C:23]([NH:25][C:26]([C:28]2[CH:29]=[C:30]3[C:35](=[CH:36][CH:37]=2)[N:34]=[CH:33][CH:32]=[CH:31]3)=[O:27])[CH:24]=1>C(Cl)Cl>[Cl:8][C:9]1[CH:17]=[CH:16][C:12]([C:13]([NH:18][C:19]2[CH:20]=[CH:21][C:22]([CH3:38])=[C:23]([NH:25][C:26]([C:28]3[CH:29]=[C:30]4[C:35](=[CH:36][CH:37]=3)[N:34]=[CH:33][CH:32]=[CH:31]4)=[O:27])[CH:24]=2)=[O:14])=[CH:11][CH:10]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 85014-Chlorobenzoyl chlorideHCID 22057974HCID 22057974, compound

Product 1

HCID 22058002HCID 22058002, compoundYield 49.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Triethylamine (0.28 ml) was added to a stirred mixture of 4-chlorobenzoyl chloride (0.29 g), N-(5-amino-2-methylphenyl)quinoline-6-carboxamide (0.28 g) and methylene chloride (10 ml) and the resultant mixture was stirred at ambient temperature for 16 hours. The precipitate was isolated, washed with water and with methylene chloride. There was thus obtained the title compound as a solid (0.208 g); NMR Spectrum: (DMSOd6) 2.24 (s, 3H), 7.24 (d, 1H), 7.52-7.62 (m, 4H), 7.87 (s, 1H), 7.98 (d, 2H), 8.12 (d 1H) 8.46 (d, 1H), 8.52 (d, 1H), 8.65 (s, 1H) 9.00 (s, 1H), 10.15 (s, 1H) 10.31 (s, 1H); Mass Spectrum: M+H+ 416.

Workup

  1. customThe precipitate was isolated
  2. washwashed with water and with methylene chloride

Sources & evidence

ORD record
ord-2ee6b5140be944fc8756e79d47bf1887
Source dataset
uspto-grants-2006_06
Patent number
US07060700B2

Reaction notes

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