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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1678633Generated: October 30, 2026

2,4-Difluoroaniline → [Rac]-2-[2-(4-chloro-phenyl)-4,5,6,7-tetrahydro-2h-indazol-3-yl]-2-cyclohexyl-n-(2,4-difluoro-phenyl)-acetamide

https://huagongshe.com/reaction/1678633

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,4-DifluoroanilineHCID 9709—
ReactantThionyl ChlorideHCID 24386—
Reactant[2-(4-Chloro-phenyl)-4,5,6,7-tetrahydro-2H-indazol-3-yl]-cyclohexyl-acetic acidHCID 67131112—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
Product[Rac]-2-[2-(4-chloro-phenyl)-4,5,6,7-tetrahydro-2h-indazol-3-yl]-2-cyclohexyl-n-(2,4-difluoro-phenyl)-acetamideHCID 45110642—

Reaction Steps

In analogy to the procedure described in example 6, [2-(4-chloro-phenyl)-4,5,6,7-tetrahydro-2H-indazol-3-yl]-cyclohexyl-acetic acid (example 5.1) was converted into the corresponding acid chloride with thionyl chloride which subsequently reacted with 2,4-difluoroaniline (CAS Reg. No. 367-25-9) in the presence of DMAP to give [rac]-2-[2-(4-chloro-phenyl)-4,5,6,7-tetrahydro-2H-indazol-3-yl]-2-cyclohexyl-N-(2,4-difluoro-phenyl)-acetamide as yellow oil. MS: m/e=484.3 [M+H+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08008505B2
Source datasetuspto-grants-2011_08
ORD IDord-a8e34341c8144eae8fa7ce679cdc55cc
Source noteuspto-grants-2011_08