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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 15753Generated: October 25, 2026

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

https://huagongshe.com/reaction/15753

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrazine hydrate (1:1)HCID 24654—
Reactant4-PiperidoneHCID 33721—
Reactant6-(4-Chlorophenyl)-5-(4-chlorophenylsulfonyl)-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridineHCID 16730477—
ReactantBenzyl 2-(4-chlorophenyl)-4-oxopiperidine-1-carboxylateHCID 59342393—
Productbenzyl 6-(4-chlorophenyl)-6,7-dihydro-1H-pyrazolo[4,3-c]pyridine-5(4H)-carboxylateHCID 68498954—

Reaction Steps

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].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07732609B2
Source datasetuspto-grants-2010_06
ORD IDord-865ee8c93c0a4201b7f048292e200b5a
Source noteuspto-grants-2010_06