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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1678654Generated: November 1, 2026

Thionyl Chloride → [Rac]-2-(4-{2-[2-(4-chloro-phenyl)-5,6-difluoro-2h-indazol-3-yl]-2-cyclohexyl-acetylamino}-3-fluoro-phenoxy)-2-methyl-propionic acid ethyl ester

https://huagongshe.com/reaction/1678654

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant2-(4-Amino-3-fluoro-phenoxy)-2-methyl-propionic acid ethyl esterHCID 67130976—
Reactant[rac]-[2-(4-chloro-phenyl)-5,6-difluoro-2H-indazol-3-yl]-cyclohexyl-acetic acidHCID 67131115—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
Product[Rac]-2-(4-{2-[2-(4-chloro-phenyl)-5,6-difluoro-2h-indazol-3-yl]-2-cyclohexyl-acetylamino}-3-fluoro-phenoxy)-2-methyl-propionic acid ethyl esterHCID 45110917—

Reaction Steps

In analogy to the procedure described in example 6, [rac]-[2-(4-chloro-phenyl)-5,6-difluoro-2H-indazol-3-yl]-cyclohexyl-acetic acid (example 24.7) was converted into the corresponding acid chloride with thionyl chloride which subsequently reacted with 2-(4-amino-3-fluoro-phenoxy)-2-methyl-propionic acid ethyl ester in the presence of DMAP to give the title compound as brown solid. MS: m/e=628.3 [M+H+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08008505B2
Source datasetuspto-grants-2011_08
ORD IDord-3f38f376a36d427fa7a3b5990b31f24d
Source noteuspto-grants-2011_08