Sodium Methoxide → HCID 21694334, compound

HRID 1978154Notes

Reaction equation

HRID 1978154 reaction equation
[CH3:1][O-:2].[Na+].[NH2:4][C:5]1[N:10]=[C:9]([Cl:11])[C:8]([O:12][CH:13]([F:15])[F:14])=[C:7](F)[N:6]=1>CO>[NH2:4][C:5]1[N:10]=[C:9]([Cl:11])[C:8]([O:12][CH:13]([F:15])[F:14])=[C:7]([O:2][CH3:1])[N:6]=1

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 21996901HCID 21996901, compound

Product 1

HCID 21694334HCID 21694334, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
-5 °C

Procedure

26.1 g (0.145 mol) of 30% strength sodium methylate were added over the course of 15 minutes to 31.0 g (0.145 mol) of 2-amino-4-chlorodifluoromethoxy-6-fluoropyrimidine in 300 ml of methanol while stirring at −10 to 0° C. The reaction mixture was stirred at 0° C. for 30 minutes and at 25° C. for 1 hour and then concentrated under reduced pressure and worked up as above. 31.6 g (96.6% of theory) of the title compound were obtained as a colorless oil with nD22=1.5039.

Workup

  1. stirringThe reaction mixture was stirred at 0° C. for 30 minutes and at 25° C. for 1 hour
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-d3f357a966654d19837707cea81f7fb2
Source dataset
uspto-grants-2001_05
Patent number
US06235904B1

Reaction notes

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