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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1690566Generated: November 2, 2026

3-(4-{3-[2-(4-Chloro-phenyl)-2H-indazol-3-yl]-3-cyclohexyl-ureido}-3-fluoro-phenyl)-propionic acid tert-butyl ester → 3-(4-{3-[2-(4-Chloro-phenyl)-2H-indazol-3-yl]-3-cyclohexyl-ureido}-3-fluoro-phenyl)-propionic acid

https://huagongshe.com/reaction/1690566

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-(4-{3-[2-(4-Chloro-phenyl)-2H-indazol-3-yl]-3-cyclohexyl-ureido}-3-fluoro-phenyl)-propionic acid tert-butyl esterHCID 66905341—
SolventHydrochloric AcidHCID 313—
Solvent1,4-DioxaneHCID 31275—
Product3-(4-{3-[2-(4-Chloro-phenyl)-2H-indazol-3-yl]-3-cyclohexyl-ureido}-3-fluoro-phenyl)-propionic acidHCID 4511117812%

Reaction Steps

3-(4-{3-[2-(4-Chloro-phenyl)-2H-indazol-3-yl]-3-cyclohexyl-ureido}-3-fluoro-phenyl)-propionic acid tert-butyl ester (20 mg, 34 μmol) was dissolved in a 4 M solution of HCl in dioxane (190 μl) under an argon atmosphere. The solution was stirred for 14 h at ambient temperature, poured onto ice water/1 N aqueous NaOH solution 1/1 and extracted two times with TBME. The aqueous layer was acidified with 1 N HCl and extracted two times with iPrOAc. The extracts were washed with ice water/brine 1/1 and dried over Na2SO4. The solvent was removed under reduced pressure and the residue was purified by preparative thin layer chromatography (silica gel, CH2Cl2/MeOH) to give the title compound (2 mg, 3.7 μmol; 12%) as yellow foam. MS: m/e=535.3 [M+H+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08153663B2
Source datasetuspto-grants-2012_04
ORD IDord-333540bf0b754125b9b1476c5dd743d6
Source noteuspto-grants-2012_04