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

반응식

ClC1C=[CH:6][C:5]([CH:8]2[CH2:13][C:12](=O)[CH2:11][CH2:10][N:9]2[C:15]([O:17][CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[O:16])=[CH:4]C=1.FC1C=CC([Mg]Br)=CC=1.O.[NH2:35]N.[NH:37]1[CH2:42]CC(=O)CC1>>[CH:5]([CH:8]1[N:9]([C:15]([O:17][CH2:18][C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)=[O:16])[CH2:10][C:11]2[CH:42]=[N:37][NH:35][C:12]=2[CH2:13]1)([CH3:4])[CH3:6]

참가 물질

반응물 4

HCID 24654Hydrazine hydrate (1:1)

HCID 337214-Piperidone

HCID 59342393Benzyl 2-(4-chlorophenyl)-4-oxopiperidine-1-carboxylate

HCID 178418676HCID 178418676, 화합물

생성물 1

HCID 68503449benzyl 6-isopropyl-6,7-dihydro-1H-pyrazolo[4,3-c]pyridine-5(4H)-carboxylate

실험 절차

5-(4-Chlorophenylsulfonyl)-6-(4-fluorophenyl)-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-Benzyl 2-(4-fluorophenyl)-4-oxopiperidine-1-carboxylate, prepared as described for compound 67 in Example using 4-fluorophenylmagnesium 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.