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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1051445Generated: November 1, 2026

2-[(Oxiran-2-yl)methyl]-1,2,3,4-tetrahydroisoquinoline → tert-Butyl cyclopentyl(3-((3-(3,4-dihydroisoquinolin-2(1H)-yl)-2-hydroxypropyl)amino)benzyl)carbamate

https://huagongshe.com/reaction/1051445

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-[(Oxiran-2-yl)methyl]-1,2,3,4-tetrahydroisoquinolineHCID 16784531—
ReactantTert-butyl 3-aminobenzyl(cyclopentyl)carbamateHCID 86729231—
SolventEthanolHCID 702—
Producttert-Butyl cyclopentyl(3-((3-(3,4-dihydroisoquinolin-2(1H)-yl)-2-hydroxypropyl)amino)benzyl)carbamateHCID 8672923065%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 2-(oxiran-2-ylmethyl)-1,2,3,4-tetrahydroisoquinoline (170 mg, 0.899 mmol) in EtOH (10 mL) was added tert-butyl 3-aminobenzyl(cyclopentyl)carbamate (313 mg, 1.08 mmol) and the solution heated at 100° C. in a sealed tube overnight. The solvent was then evaporated off and the residue purified by prep-TLC to give 100 mg compound as colorless oil (280 mg, 65%). LCMS (m/z): 480.3 (M+1)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09388173B2
Source datasetuspto-grants-2016_07
ORD IDord-1d5a51df64f84319953dca1808c2d00c
Source noteuspto-grants-2016_07