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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1028211Generated: October 26, 2026

Tetrahydrofuran → 6-[3-(2-ethoxy-phenyl)-ureido]-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/1028211

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantBenzene, 1-ethoxy-2-isocyanato-HCID 79374—
Reactant6-Amino-2-N-Boc-1,2,3,4-tetrahydro-isoquinolineHCID 2756371—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
Product6-[3-(2-ethoxy-phenyl)-ureido]-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl esterHCID 66936050—

Reaction Steps

A tetrahydrofuran (10 mL) solution of 6-amino-2N-Boc-1,2,3,4-tetrahydroisoquinoline (981 mg) and 2-ethoxyphenyl isocyanate (0.9 mL) was stirred at room temperature for 4 hours and then concentrated. The residue was purified by chromatography (hexane:ethyl acetate=5:1→1:1 and then methylene chloride:ethyl acetate=1:0→1:1) to obtain the title compound (1.62 g, quantitative yield) as a pale yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08735425B2
Source datasetuspto-grants-2014_05
ORD IDord-47a226b231fd40ceaf061e5611d3db4d
Source noteuspto-grants-2014_05