Methanol → HCID 136348057, compound

HRID 591836Notes

Reaction equation

HRID 591836 reaction equation
F[C:2]1[CH:11]=[C:10]([F:12])[CH:9]=[C:8]2[C:3]=1[C:4](=[O:20])[NH:5][C:6]([C:13]1[CH:18]=[CH:17][N:16]=[C:15]([CH3:19])[CH:14]=1)=[N:7]2.[CH3:21][O-:22].[Na+].CO.O>CN(C=O)C.C(O)(=O)C>[F:12][C:10]1[CH:9]=[C:8]2[C:3]([C:4](=[O:20])[NH:5][C:6]([C:13]3[CH:18]=[CH:17][N:16]=[C:15]([CH3:19])[CH:14]=3)=[N:7]2)=[C:2]([O:22][CH3:21])[CH:11]=1

Participants

7

Reactant 4

HCID 887MethanolHCID 962WaterHCID 10942334Sodium MethoxideHCID 136379403HCID 136379403, compound

Product 1

HCID 136348057HCID 136348057, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 6228DimethylformamideSolvent

Procedure

To a suspension of 5,7-difluoro-2-(2-methyl-pyridin-4-yl)-3H-quinazolin-4-one (0.30 g, 1.09 mmol) in anhydrous DMF (8 mL) was added a solution of sodium methoxide in methanol (25 wt %, 0.59 g, 10.9 mmol) and the reaction mixture was stirred at room temperature for 3 hours. Water was added, the mixture was acidified to pH approximately 5 with acetic acid, and the precipitated solid was filtered and dried under vacuum to give 7-fluoro-5-methoxy-2-(2-methyl-pyridin-4-yl)-3H-quinazolin-4-one as a light yellow solid. Yield: 0.24 g (76%).

Workup

  1. filtrationthe precipitated solid was filtered
  2. customdried under vacuum

Sources & evidence

ORD record
ord-2151a1c001624310bee8e2416eca6980
Source dataset
uspto-grants-2016_01
Patent number
US09238640B2

Reaction notes

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