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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1678645Generated: October 30, 2026

dimethylsulfoxide THF → (+)-1-(4-{2-[2-(4-Chloro-phenyl)-4,5,6,7-tetrahydro-2H-indazol-3-yl]-2-cyclohexyl-acetylamino}-3-fluoro-phenoxy)-cyclopropanecarboxylic acid

https://huagongshe.com/reaction/1678645

Reaction equation

Participants

RoleNameHCIDCharge
Reactantdimethylsulfoxide THFHCID 21830753—
Reactant(+)-1-(4-{2-[2-(4-chloro-phenyl)-4,5,6,7-tetrahydro-2H-indazol-3-yl]-2-cyclohexyl-acetylamino}-3-fluoro-phenoxy)-cyclopropanecarboxylic acid tert-butyl esterHCID 67130978—
SolventFormic AcidHCID 284—
SolventIsopropanolHCID 3776—
Product(+)-1-(4-{2-[2-(4-Chloro-phenyl)-4,5,6,7-tetrahydro-2H-indazol-3-yl]-2-cyclohexyl-acetylamino}-3-fluoro-phenoxy)-cyclopropanecarboxylic acidHCID 45110644100%

Reaction Steps

A solution of (+)-1-(4-{2-[2-(4-chloro-phenyl)-4,5,6,7-tetrahydro-2H-indazol-3-yl]-2-cyclohexyl-acetylamino}-3-fluoro-phenoxy)-cyclopropanecarboxylic acid tert-butyl ester (22 mg, 35 umol; example 21.5) in isopropanol (200 ul) and formic acid (400 ul) was stirred at 90° C. for 2 h. The mixture was poured onto ice water/brine 1/1 and extracted two times with iPrOAc. The combined extracts were washed with ice water/brine 1/1 and dried over Na2SO4. After filtration the solvent was removed under reduced pressure to give the title compound (20 mg, 35 umol; quant; 100% ee) as yellow foam. MS: m/e=566.3 [M+H+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08008505B2
Source datasetuspto-grants-2011_08
ORD IDord-8852ad3059344f719c7c6143278516da
Source noteuspto-grants-2011_08