Potassium Hydroxide → HCID 15136876, compound

HRID 326531Notes

Reaction equation

HRID 326531 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[N:6]=[C:5]([O:11][CH:12]([C:17]([F:20])([CH3:19])[CH3:18])[C:13]([O:15]C)=[O:14])[N:4]=1.[OH-].[K+]>O.CO>[CH3:10][O:9][C:7]1[CH:8]=[C:3]([O:2][CH3:1])[N:4]=[C:5]([O:11][CH:12]([C:17]([F:20])([CH3:18])[CH3:19])[C:13]([OH:15])=[O:14])[N:6]=1

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 15136875HCID 15136875, compound

Product 1

HCID 15136876HCID 15136876, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent2×

Conditions

Temperature
50 °C

Procedure

2 g (6.9 mmol) Methyl 2-(4,6-dimethoxy-2-pyrimidinyloxy)-3-fluoro-3-methylbutanoate was dissolved in a mixture of 20 ml water and 10 ml methanol and treated with 387 mg (6.9 mmol) potassium hydroxide. After stirring for 4 hours at 50° C., the mixture was added to 50 ml water and extracted with 50 ml ethyl acetate. The aqueous phase was acidified with hydrochloric acid until it was pH 2 and extracted with three lots of 100 ml ethyl acetate. The combined ethyl acetate phase was washed with water, dried over magnesium sulphate, filtered and evaporated.

Workup

  1. extractionextracted with 50 ml ethyl acetate
  2. extractionextracted with three lots of 100 ml ethyl acetate
  3. washThe combined ethyl acetate phase was washed with water
  4. dry with materialdried over magnesium sulphate
  5. filtrationfiltered
  6. customevaporated

Sources & evidence

ORD record
ord-0db16e9699eb43249b32a9a77e2a4d26
Source dataset
uspto-grants-1993_12
Patent number
US05270289

Reaction notes

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