Methyl 2-chloro-4-(trifluoromethyl)pyrimidine-5-carboxylate → Methyl 2-methoxy-4-(trifluoromethyl)pyrimidine-5-carboxylate

HRID 1805249

Reaction equation

HRID 1805249 reaction equation
Cl[C:2]1[N:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[C:5]([C:12]([O:14][CH3:15])=[O:13])=[CH:4][N:3]=1.[CH3:16][O-:17].[Na+]>CO>[CH3:16][O:17][C:2]1[N:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[C:5]([C:12]([O:14][CH3:15])=[O:13])=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 3696469Methyl 2-chloro-4-(trifluoromethyl)pyrimidine-5-carboxylateHCID 10942334Sodium Methoxide

Product 1

HCID 22831728Methyl 2-methoxy-4-(trifluoromethyl)pyrimidine-5-carboxylate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
110 °C

Procedure

Methyl 2-chloro-4-(trifluoromethyl)pyrimidine-5-carboxylate (1128 mg) was dissolved in MeOH (23 ml) before addition of sodium methoxide (380 mg), the reaction mixture was stirred for 2 hours in a sealed tube at 110° C. The solvent was evaporated, the product dissolved in ethyl acetate and washed with water, the organics were dried over Na2SO4, and concentrated in vacuo to afford title compound as a colourless oil. MS (ISP) 237.0 ([M+H]+)

Workup

  1. customThe solvent was evaporated
  2. dissolutionthe product dissolved in ethyl acetate
  3. washwashed with water
  4. dry with materialthe organics were dried over Na2SO4
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-b44112ae04204f93bc669ab934edfad4
Source dataset
uspto-grants-2013_01
Patent number
US08354441B2

Linked notes

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