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

반응식

[CH2:1]([O:8][C:9]([N:11]1[CH2:16][CH2:15][C:14](=O)[CH2:13][CH:12]1[C:18]1[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][CH:19]=1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.ClC1C=CC(C2N(S(C3C=CC(Cl)=CC=3)(=O)=O)CC3[CH:48]=[N:49][NH:50]C=3C2)=CC=1.O.NN.N1CCC(=O)CC1>>[Cl:24][C:21]1[CH:22]=[CH:23][C:18]([CH:12]2[N:11]([C:9]([O:8][CH2:1][C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)=[O:10])[CH2:16][C:15]3[CH:48]=[N:49][NH:50][C:14]=3[CH2:13]2)=[CH:19][CH:20]=1

참가 물질

반응물 3

HCID 24654Hydrazine hydrate (1:1)

HCID 337214-Piperidone

HCID 685019416-(4-Chlorophenyl)-5-(4-chlorophenylsulfonyl)-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridine Benzyl 2-(4-chlorophenyl)-4-oxopiperidine-1-carboxylate

생성물 1

HCID 68498954benzyl 6-(4-chlorophenyl)-6,7-dihydro-1H-pyrazolo[4,3-c]pyridine-5(4H)-carboxylate

실험 절차

6-(4-Chlorophenyl)-5-(4-chlorophenylsulfonyl)-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridine Benzyl 2-(4-chlorophenyl)-4-oxopiperidine-1-carboxylate, 67, was formylated and treated with hydrazine hydrate as described for compounds 50 and 51 in Example 1 to give benzyl 6-(4-chlorophenyl)-6,7-dihydro-1H-pyrazolo[4,3-c]pyridine-5(4H)-carboxylate which was then deprotected and sulfonylated as described for compound 84 in Example 7.