Reaction #1447083

Reaction equation

ethyl 3-hydroxy-2-[(1-methyl-3-trifluoromethyl-1H-pyrazole-4-carbonyl)amino]pent-4-enoate

methylamine

→

erythro title compound

N-(2-Hydroxy-1-methylcarbamoylbut-3-enyl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide

Solvents

methanol

Conditions

Workup

1. 1
   Otherthe solvent was removed
2. 2
   Otherthe residue was recrystallized from acetone

Procedure

1.65 g (4.92 mmol) of ethyl 3-hydroxy-2-[(1-methyl-3-trifluoromethyl-1H-pyrazole-4-carbonyl)amino]pent-4-enoate were dissolved in methanol. At 0° C., methylamine gas was introduced for 1 h. After 16 h of stirring at RT, the solvent was removed and the residue was recrystallized from acetone. The precipitate gave 0.65 g of erythro title compound as a colorless powder, the filtrate contained 0.75 g of isomer mixture. Accordingly, the total yield was 1.40 g (89% of theory).

Source