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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2197373Generated: October 31, 2026

Benzyl chloroformate → {2'-[(Benzyloxycarbonyl-ethyl-amino)-methyl]-4'-fluoro-6-methoxy-biphenyl-3-yl}-acetic acid ethyl ester

https://huagongshe.com/reaction/2197373

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl chloroformateHCID 10387—
ReactantDiisopropylethylamineHCID 81531—
Reactant(2'-Ethylaminomethyl-4'-fluoro-6-methoxy-biphenyl-3-yl)-acetic acid ethyl esterHCID 58149135—
SolventDichloromethaneHCID 6344—
Product{2'-[(Benzyloxycarbonyl-ethyl-amino)-methyl]-4'-fluoro-6-methoxy-biphenyl-3-yl}-acetic acid ethyl esterHCID 58149210—

Reaction Conditions

Temperature0 °C

Reaction Steps

(2′-Ethylaminomethyl-4′-fluoro-6-methoxy-biphenyl-3-yl)-acetic acid ethyl ester (0.172 g, 0.5 mmol) and diisopropylethylamine (0.18 mL, 1.0 mmol) were combined in CH2Cl2 (2.5 mL) and cooled to 0° C. Benzyl chloroformate (0.1 mL, 0.7 mmol) was added, and the reaction was stirred for 1 hour. The mixture was purified by silica gel chromatography, and then further purified by preparative HPLC to give {2′-[(benzyloxycarbonyl-ethyl-amino)-methyl]-4′-fluoro-6-methoxy-biphenyl-3-yl}-acetic acid ethyl ester. The ethyl ester was hydrolyzed to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08338484B2
Source datasetuspto-grants-2012_12
ORD IDord-59f399a9e0da42659c0e359787ad6d5c
Source noteuspto-grants-2012_12