HCID 22113417, compound → 2(1H)-Pyridinone,6-(difluoromethyl)-(9CI)
Reaction equation
C([O:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([CH:12]([F:14])[F:13])[N:7]=1)(C)(C)C>ClCCl>[F:13][CH:12]([F:14])[C:8]1[NH:7][C:6](=[O:5])[CH:11]=[CH:10][CH:9]=1Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of 2-tert-butoxy-6-difluoromethylpyridine (4.3 g) in dichloromethane (25 ml) trifluoroacetic acid (2 ml) was added. The reaction was stirred for 16 hours and then concentrated. The residue was diluted with water and neutralised with sodium bicarbonate. The solid formed was extracted into ethyl acetate, dried and concentrated to give 6-difluoromethylpyrid-2-one (3.2 g, 72% yield) as a white solid; 1H NMR (270 MHz): δ 6.31, 6.53, 6.75 (1H,t), 6.56(1H,m), 6.75(1H,m), 7.52(1H,m), 12.5(1H,brs) ppm.
Workup
- concentrationconcentrated
- additionThe residue was diluted with water and neutralised with sodium bicarbonate
- customThe solid formed
- extractionwas extracted into ethyl acetate
- customdried
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-2b22c98a82484b76bd814c4828eb6f7c
- Source dataset
- uspto-grants-2001_01
- Patent number
- US06169101A
Reaction notes
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