HCID 22113417, compound → 2(1H)-Pyridinone,6-(difluoromethyl)-(9CI)

HRID 564819Notes

Reaction equation

HRID 564819 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]=1

Participants

3

Reactant 1

HCID 22113417HCID 22113417, compound

Product 1

HCID 104418122(1H)-Pyridinone,6-(difluoromethyl)-(9CI)Yield 103.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

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

  1. concentrationconcentrated
  2. additionThe residue was diluted with water and neutralised with sodium bicarbonate
  3. customThe solid formed
  4. extractionwas extracted into ethyl acetate
  5. customdried
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-2b22c98a82484b76bd814c4828eb6f7c
Source dataset
uspto-grants-2001_01
Patent number
US06169101A

Reaction notes

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