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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 15759Generated: October 27, 2026

4-Chlorobenzenesulfonyl chloride → 5-(4-Chlorophenylsulfonyl)-6-isopropyl-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridine

https://huagongshe.com/reaction/15759

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Chlorobenzenesulfonyl chlorideHCID 7398—
ReactantSodium HydroxideHCID 14798—
Reactant6-Phenyl-1,4,6,7-tetrahydro-pyrazolo[4,3-c]pyridine-5-carboxylic acid tert-butyl esterHCID 59342400—
Product5-(4-Chlorophenylsulfonyl)-6-isopropyl-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridineHCID 16730475—

Reaction Steps

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. The enantiomers were separated using HPLC Method [2].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07732609B2
Source datasetuspto-grants-2010_06
ORD IDord-9e5f8d5dcb524317b10cb73cd112e939
Source noteuspto-grants-2010_06