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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 889391Generated: October 30, 2026

Thionyl Chloride → 4-{2-[2-(4-Chloro-phenyl)-2,4,5,6,7,8-hexahydro-cycloheptapyrazol-3-yl]-2-cyclohexyl-acetylamino}-3-fluoro-benzoic acid methyl ester

https://huagongshe.com/reaction/889391

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
ReactantMethyl 4-amino-3-fluorobenzoateHCID 11182865—
Reactant[2-(4-Chloro-phenyl)-2,4,5,6,7,8-hexahydro-cycloheptapyrazol-3-yl]-cyclohexyl-acetic acidHCID 67387113—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
Product4-{2-[2-(4-Chloro-phenyl)-2,4,5,6,7,8-hexahydro-cycloheptapyrazol-3-yl]-2-cyclohexyl-acetylamino}-3-fluoro-benzoic acid methyl esterHCID 53390439—

Reaction Steps

In analogy to the procedure described in example 9.6, [2-(4-chloro-phenyl)-2,4,5,6,7,8-hexahydro-cycloheptapyrazol-3-yl]-cyclohexyl-acetic acid (example 9.3) was converted into the corresponding acid chloride with thionyl chloride which subsequently reacted with 4-amino-3-fluoro-benzoic acid methyl ester (CAS Reg. No. 185629-32-7) in the presence of DMAP to give the title compound as off-white solid. MS: m/e=538.3 [M+H+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08252826B2
Source datasetuspto-grants-2012_08
ORD IDord-78868e984524417b83e4b1fe044e38c3
Source noteuspto-grants-2012_08