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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1049425Generated: October 31, 2026

Thioglycolic Acid → Ethyl 3-cyclopropyl-3-(3-(((2'-fluoro-5'-methoxy-2-neopentyl-[1,1'-biphenyl]-4-yl)amino)methyl)phenyl)propanoate

https://huagongshe.com/reaction/1049425

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThioglycolic AcidHCID 1133—
ReactantLithium hydroxide, monohydrateHCID 168937—
ReactantSodium BicarbonateHCID 516892—
Reactantethyl 3-cyclopropyl-3-(3-((N-(2'-fluoro-5'-methoxy-2-neopentyl-[1,1'-biphenyl]-4-yl)-2-nitrophenylsulfonamido)methyl)phenyl)propanoateHCID 117759657—
SolventDimethylformamideHCID 6228—
ProductEthyl 3-cyclopropyl-3-(3-(((2'-fluoro-5'-methoxy-2-neopentyl-[1,1'-biphenyl]-4-yl)amino)methyl)phenyl)propanoateHCID 11775981889.1%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of ethyl 3-cyclopropyl-3-(3-((N-(2′-fluoro-5′-methoxy-2-neopentyl-[1,1′-biphenyl]-4-yl)-2-nitrophenylsulfonamido)methyl)phenyl)propanoate (1.22 g) in DMF (35 mL) were added mercaptoacetic acid (617 μL) and lithium hydroxide monohydrate (728 mg) at room temperature, and the mixture was stirred at 60° C. for 1 hr. To the reaction mixture was added saturated aqueous sodium hydrogen carbonate solution at 0° C., and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane) to give the title compound (801 mg) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09382188B2
Source datasetuspto-grants-2016_07
ORD IDord-197b1f5e0a754cc38157e8ce2e4f2f4b
Source noteuspto-grants-2016_07