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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 541387Generated: October 31, 2026

Oxalyl chloride → 5-(4-(4-Cyanophenyl)piperidine-1-carbonyl)-2-cyclobutyl-4-methylbenzoyl chloride

https://huagongshe.com/reaction/541387

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalyl chlorideHCID 65578—
Reactant5-(4-(4-Cyanophenyl)piperidine-1-carbonyl)-2-cyclobutyl-4-methylbenzoic acidHCID 68288275—
CatalystDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
Product5-(4-(4-Cyanophenyl)piperidine-1-carbonyl)-2-cyclobutyl-4-methylbenzoyl chlorideHCID 8667254092%

Reaction Conditions

Temperature40 °C

Reaction Steps

To a round-bottom flask was added a solution of 5-(4-(4-cyanophenyl)piperidine-1-carbonyl)-2-cyclobutyl-4-methylbenzoic acid (compound 234, 500 mg, 1.24 mmol, 1.00 equiv) in dichloromethane (5 mL). Oxalyl chloride (317 mg, 2.50 mmol, 2.00 equiv) and N,N-dimethylformamide (˜5 mg) were added dropwise to the mixture. The resulting solution was stirred for 1 h at 40° C., then concentrated and dried under reduced pressure to yield 480 mg (92%) of the title compound as a light yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08871790B2
Source datasetuspto-grants-2014_10
ORD IDord-05345f767ef94e1393d050da4003880e
Source noteuspto-grants-2014_10