methyl 2-methoxyacetate

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:60.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 1-{4-[Amino(hydroxyimino)methyl]pyridin-2-yl}-4-(4,4-dimethylpentanoyl)piperazine (62 mg) was dissolved in tetrahydrofuran (2 mL), then oily sodium hydride (13 mg) was added thereto, stirred at 60° C. for 20 minutes, and methyl methoxyacetate (0.028 mL) was added thereto and heated under reflux for 1 hour. The reaction liquid was diluted with ethyl acetate, washed with water and saturated saline water, and dried with anhydrous sodium sulfate. The solvent was evaporated away, and the resulting residue was isolated and purified through thin-layer silica gel chromatography (hexane/ethyl acetate=1/1) to obtain 44.3 mg of the entitled compound as a colorless solid. heated under reflux for 1 hour The reaction liquid washed with water and saturated saline water dried with anhydrous sodium sulfate The solvent was evaporated away the resulting residue was isolated purified through thin-layer silica gel chromatography (hexane/ethyl acetate=1/1)

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: The 4-methyl-2-morpholino-5-pyrimidinol (D represents methyl) can be prepared by reacting methyl methoxyacetate with sodium hydride in toluene and the product is then reacted with 4-morpholinecarboximidamide sulfate to give 5-methoxy-6-methoxymethyl-2-morpholino-4-pyrimidinol. This latter compound is converted to 4-chloro-5-methoxy-6-methoxymethyl-2-morpholinopyrimidine by reaction with phosphorus oxychloride. The ring chlorine and the methoxy group in the methoxymethyl group are replaced with hydrogen on reduction with zinc in 1 normal NaOH and reaction with sodium ethylmercaptide in dimethylformamide then yields the desired pyrimidinol.