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

HRID 15753

Reaktionsgleichung

Reaktionsgleichung von HRID 15753
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[N:13](S(C3C=CC(Cl)=CC=3)(=O)=O)[CH2:12][C:11]3[CH:24]=[N:25][NH:26][C:10]=3[CH2:9]2)=[CH:4][CH:3]=1.ClC1C=CC(C2CC(=O)CCN2[C:41]([O:43][CH2:44][C:45]2[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=2)=[O:42])=CC=1.O.NN.N1CCC(=O)CC1>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]2[N:13]([C:41]([O:43][CH2:44][C:45]3[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=3)=[O:42])[CH2:12][C:11]3[CH:24]=[N:25][NH:26][C:10]=3[CH2:9]2)=[CH:6][CH:7]=1

Komponenten

5

Edukt 4

HCID 24654Hydrazine hydrate (1:1)HCID 337214-PiperidoneHCID 167304776-(4-Chlorophenyl)-5-(4-chlorophenylsulfonyl)-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridineHCID 59342393Benzyl 2-(4-chlorophenyl)-4-oxopiperidine-1-carboxylate

Produkt 1

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

Versuchsvorschrift

6-(4-Chlorophenyl)-5-(4-chlorophenylsulfonyl)-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridine (Enantiomers A and B) 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. The enantiomers were separated by HPLC using Method [2].

Quellen und Nachweise

ORD-Eintrag
ord-865ee8c93c0a4201b7f048292e200b5a
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07732609B2

Verknüpfte Notizen

Wird geladen…