Triethylamine → HCID 11351248, compound

HRID 1281707Notes

Reaction equation

HRID 1281707 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7](Cl)=[O:8])[CH:2]=1.[NH2:10][C:11]1[CH:12]=[CH:13][C:14]([CH3:34])=[C:15]([NH:17][C:18](=[O:33])[C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([CH2:25][N:26]3[CH2:31][CH2:30][N:29]([CH3:32])[CH2:28][CH2:27]3)[CH:20]=2)[CH:16]=1.C(N(CC)CC)C>C(Cl)Cl>[CH3:32][N:29]1[CH2:30][CH2:31][N:26]([CH2:25][C:21]2[CH:20]=[C:19]([CH:24]=[CH:23][CH:22]=2)[C:18]([NH:17][C:15]2[CH:16]=[C:11]([NH:10][C:7]([C:3]3[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=3)=[O:8])[CH:12]=[CH:13][C:14]=2[CH3:34])=[O:33])[CH2:27][CH2:28]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 82604Nicotinoyl chlorideHCID 11405006HCID 11405006, compound

Product 1

HCID 11351248HCID 11351248, compoundYield 28.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Pyridine-3-carbonyl chloride (0.09 g) was added to a stirred mixture of N-(5-amino-2-methylphenyl)-3-(4-methylpiperazin-1-ylmethyl)benzamide (0.15 g), triethylamine (0.1 g) and methylene chloride (5 ml) and the mixture was stirred at ambient temperature for 16 hours. The mixture was washed with a saturated aqueous solution of sodium bicarbonate. The organic phase was evaporated and the residue was triturated under a mixture of ethyl acetate and diethyl ether. There was thus obtained the title compound (0.056 g); Mass Spectrum: M+H+444.

Workup

  1. washThe mixture was washed with a saturated aqueous solution of sodium bicarbonate
  2. customThe organic phase was evaporated
  3. customthe residue was triturated under a mixture of ethyl acetate and diethyl ether

Sources & evidence

ORD record
ord-51eefdfe43e049b08e931fe6ffab7d04
Source dataset
uspto-grants-2002_09
Patent number
US06455520B1

Reaction notes

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