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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 397058Generated: October 25, 2026

Triethylamine → 6-Benzyloxy-1-[4-(2-pyrrolidin-1-yl-ethoxy)phenyl]-3,4-dihydro-1H-isoquinoline-2-carboxylic acid ethyl ester

https://huagongshe.com/reaction/397058

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantEthyl chloroformateHCID 10928—
Reactant6-Benzyloxy-1-[4-(2-pyrrolidin-1-yl-ethoxy)phenyl]-1,2,3,4-tetrahydroisoquinolineHCID 18172417—
SolventTetrahydrofuranHCID 8028—
Product6-Benzyloxy-1-[4-(2-pyrrolidin-1-yl-ethoxy)phenyl]-3,4-dihydro-1H-isoquinoline-2-carboxylic acid ethyl esterHCID 69875669143.6%

Reaction Steps

A solution of ethyl chloroformate (0.017 g, 0.16 mmol), 6-benzyloxy-1-[4-(2-pyrrolidin-1-yl-ethoxy)phenyl]-1,2,3,4-tetrahydroisoquinoline (0.069 g, 0.16 mmol), and Et3N (0.028 ml, 0.20 mmol) in anhydrous THF (10 ml) was stirred at rt under N2 for 20 hr. The reaction mixture was concentrated in vacuo to give 0.115 g of tan solid. Purification by flash chromatography, eluting with EtOAc:MeOH (8:2), gave 0.023 g (28% yield) of white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06608203B2
Source datasetuspto-grants-2003_08
ORD IDord-cf3c0b418d254c5eb54e220d426615f1
Source noteuspto-grants-2003_08