Dimethylformamide dimethyl acetal → N-[(Dimethylamino)methylene]-2-oxo-6-(trifluoromethyl)-1,2-dihydropyridine-3-carboxamide

HRID 512459Notes

Reaction equation

HRID 512459 reaction equation
CO[CH:3](OC)[N:4]([CH3:6])[CH3:5].[O:9]=[C:10]1[C:15]([C:16]([NH2:18])=[O:17])=[CH:14][CH:13]=[C:12]([C:19]([F:22])([F:21])[F:20])[NH:11]1>C1(C)C=CC=CC=1>[CH3:3][N:4]([CH:6]=[N:18][C:16]([C:15]1[C:10](=[O:9])[NH:11][C:12]([C:19]([F:20])([F:22])[F:21])=[CH:13][CH:14]=1)=[O:17])[CH3:5]

Participants

4

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 27751142-Hydroxy-6-(trifluoromethyl)nicotinamide

Product 1

HCID 59828231N-[(Dimethylamino)methylene]-2-oxo-6-(trifluoromethyl)-1,2-dihydropyridine-3-carboxamide

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

0.87 g (7.28 mmol) of N,N-dimethylformamide dimethyl acetal was added to 1.00 g (4.85 mmol) of 2-oxo-6-(trifluoromethyl)-1,2-dihydropyridine-3-carboxamide in 5 ml of toluene, and the mixture was heated under reflux for 4 h. After cooling, the resulting precipitate was filtered off with suction and dried: 0.5 g (39% of theory).

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 4 h
  3. temperatureAfter cooling
  4. filtrationthe resulting precipitate was filtered off with suction
  5. customdried

Sources & evidence

ORD record
ord-4a7aae90ab5f4e02befea0c87c7a1295
Source dataset
uspto-grants-2015_08
Patent number
US09102623B2

Reaction notes

Loading…