Reaction #44032

Reaction equation

hydrazine hydrate

Benzyl 2-(3,5-difluorophenyl)-4-oxopiperidine-1-carboxylate

compound 67

benzyl 2-(4-chlorophenyl)-4-oxopiperidine-1-carboxylate

compound 50

piperidin-4-one

3,5-difluorophenylmagnesium bromide

→

benzyl 6-isopropyl-6,7-dihydro-1H-pyrazolo[4,3-c]pyridine-5(4H)-carboxylate

Conditions

Procedure

Benzyl 2-(3,5-difluorophenyl)-4-oxopiperidine-1-carboxylate, prepared as described for compound 67 in Example 3 using 3,5-difluorophenylmagnesium bromide, was formylated and treated with hydrazine hydrate as described for compound 50 in Example 1 to give benzyl 6-isopropyl-6,7-dihydro-1H-pyrazolo[4,3-c]pyridine-5(4H)-carboxylate. This compound was then deprotected and treated with 4-chlorophenylsulfonyl chloride followed by NaOH as described for compound 52 in Example 1.

Source