Methyl-5-carbamoyl-1-methyl-1H-pyrazole-3-carboxylate synthesis

Yield:203792-50-1 41%

Reaction Conditions:

with ammonia in toluene at -10 - 0;

Steps:

a Methyl 1-Methyl-5-amidopyrazole-3-carboxylate

1-Methyl-3-methoxycarbonylpyrazole-5-carboxylic acid chloride (prepared from 3.7 g, 20.09 mmol, of 1-methyl-3-methoxycarbonyl-3-carboxylic acid, J. Org. Chem. 1989, 54, 428) was dissolved in toluene and the solution was cooled to -10° C. Ammonia was subsequently passed in at -10° C. to 0° C. until the reaction was complete. The solvent was removed in a rotary evaporator. The residue was taken up in ethanol. After stirring for 15 minutes, the ethanol was removed in a rotary evaporator, and the residue was dissolved in warm water and precipitated by cooling the solution to 0° C. The precipitate was filtered off with suction, washed with acetone and dried in vacuo at 45° C. Yield: 1.5 g (41%)

References:

US6740647,2004,B1 Location in patent:Page column 50