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

HRID 15754

Reaktionsgleichung

Reaktionsgleichung von HRID 15754
FC1[CH:3]=[C:4]([CH:9]2[CH2:14][C:13](=O)[CH2:12][CH2:11][N:10]2[C:16]([O:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[O:17])[CH:5]=C(F)C=1.ClC1C=CC(C2CC(=O)CC[N:34]2[C:40](OCC2C=CC=CC=2)=O)=CC=1.FC1C=C([Mg]Br)C=C(F)C=1.O.NN.[NH:63]1CCC(=O)CC1>>[CH:4]([CH:9]1[N:10]([C:16]([O:18][CH2:19][C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)=[O:17])[CH2:11][C:12]2[CH:40]=[N:34][NH:63][C:13]=2[CH2:14]1)([CH3:3])[CH3:5]

Komponenten

6

Versuchsvorschrift

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.

Quellen und Nachweise

ORD-Eintrag
ord-23aeaf8e4e904a24b556f3d13a426b8d
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07732609B2

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