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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1247167Generated: November 1, 2026

Thionyl Chloride → N-(5-Chloropyridin-2-yl)-2-[(1-isopropylpiperidin-4-ylcarbonyl)amino]-4-methoxycarbonylbenzamide

https://huagongshe.com/reaction/1247167

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant1-(Pyridin-4-yl)piperidine-4-carboxylic acidHCID 1268289—
Reactant2-amino-N-(5-chloropyridin-2-yl)-4-methoxycarbonylbenzamideHCID 21906318—
ProductN-(5-Chloropyridin-2-yl)-2-[(1-isopropylpiperidin-4-ylcarbonyl)amino]-4-methoxycarbonylbenzamideHCID 21906664—

Reaction Steps

Using a similar procedure to that described in Example 275, 1-(4-pyridinyl)piperidin-4-ylcarboxylic acid (2.0 g, 9.7 mmol), thionyl chloride (1.4 mL, 19 mmol), and 2-amino-N-(5-chloropyridin-2-yl)-4-methoxycarbonylbenzamide (2.8 g, 9.2 mmol) afforded, after purification by column chromatography (SiO2: 5 to 10% [2.0 N ammonia in methanol]:methylene chloride), 0.40 g (9%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07129245B2
Source datasetuspto-grants-2006_10
ORD IDord-3132502bf3aa40e08785e484260b187c
Source noteuspto-grants-2006_10