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

HRID 15749

Reaktionsgleichung

Reaktionsgleichung von HRID 15749
[CH:1]([CH:4]1[CH2:9][C:8](=O)[CH2:7][CH2:6][N:5]1[C:11]([O:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[O:12])([CH3:3])[CH3:2].ClC1C=CC(C2CC(=O)CC[N:29]2[C:35](OCC2C=CC=CC=2)=O)=CC=1.C([Mg]Cl)(C)C.O.NN.[NH:53]1CCC(=O)CC1>>[CH:1]([CH:4]1[N:5]([C:11]([O:13][CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[O:12])[CH2:6][C:7]2[CH:35]=[N:29][NH:53][C:8]=2[CH2:9]1)([CH3:3])[CH3:2]

Komponenten

6

Versuchsvorschrift

Benzyl 2-isopropyl-4-oxopiperidine-1-carboxylate, prepared as described for compound 67 in Example 3 using isopropylmagnesium chloride, 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-644b876f706048c9b1a88b5f583d5ae9
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07732609B2

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