Methanamine, N-methoxy-, hydrochloride (1:1) → N-Methoxy-N-methyl-5-(4-chlorophenyl)-1-(2-chlorophenyl)-4-methyl-1H-pyrazole-3-carboxamide

Beteiligte Stoffe

Reaktionsbedingungen

Reaktionsschritte

Isopropylmagnesium chloride (15 ml, 30 mmol) was added dropwise over a 10 to 15 minute period to a stirred solution of ethyl 5-(4-chlorophenyl)-1-(2-chlorophenyl)-4-methyl-1H-pyrazole-3-carboxylate (8.15 g, 21.7 mmol) and N,O-dimethylhydroxylamine hydrochloride (1.51 g, 15.5 mmol) in THF at −25° C. After stirring for an additional 15 minutes at −25° C., the reaction mixture was quenched with saturated aqueous NH4Cl and then extracted with methyl-tert-butyl ether. The organic layer was washed with brine, dried over sodium sulfate and concentrated in vacuo to give the title compound I-1a as a golden oil (8.76 g).

Herkunft & Nachweise