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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1845329Generated: November 1, 2026

Hydrochloric Acid → 5-(1-(tert-Butoxycarbonyl)-4-hydroxypyrrolidin-3-yloxy)-2'-cyano-4'-methylbiphenyl-3-carboxylic acid

https://huagongshe.com/reaction/1845329

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantLithium HydroxideHCID 3939—
Reactanttert-Butyl 3-(2'-cyano-5-(methoxycarbonyl)-4'-methylbiphenyl-3-yloxy)-4-hydroxypyrrolidine-1-carboxylateHCID 58188305—
SolventTetrahydrofuranHCID 8028—
Product5-(1-(tert-Butoxycarbonyl)-4-hydroxypyrrolidin-3-yloxy)-2'-cyano-4'-methylbiphenyl-3-carboxylic acidHCID 58188122—

Reaction Conditions

Temperature60 °C

Reaction Steps

To a stirred solution of tert-butyl 3-(2′-cyano-5-(methoxycarbonyl)-4′-methylbiphenyl-3-yloxy)-4-hydroxypyrrolidine-1-carboxylate (310 mg, 0.68 mmol) in THF (3 mL) was added 2.5 M of aq. lithium hydroxide solution (1.5 mL, 3.8 mmol). The reaction mixture was stirred at 60° C. overnight. The aqueous solution was acidified with 15% HCl (aq.) to pH=5, and extracted with EtOAc. The combined organic layers were concentrated in vacuo to afford the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946439B2
Source datasetuspto-grants-2015_02
ORD IDord-7a16284b770d48ec800cf279c076ad21
Source noteuspto-grants-2015_02