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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1399827Generated: November 3, 2026

3-Bromoaniline → 1-((3-bromophenyl)amino)-3-(3,4-dihydroisoquinolin-2(1H)-yl)propan-2-ol

https://huagongshe.com/reaction/1399827

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-BromoanilineHCID 11562—
Reactant2-[(Oxiran-2-yl)methyl]-1,2,3,4-tetrahydroisoquinolineHCID 16784531—
SolventEthanolHCID 702—
Product1-((3-bromophenyl)amino)-3-(3,4-dihydroisoquinolin-2(1H)-yl)propan-2-olHCID 8672924819%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a stirred mixture of 3-bromoaniline (300 mg, 1.75 mmol) in EtOH (10 mL) was added 2-(oxiran-2-ylmethyl)-1,2,3,4-tetrahydroisoquinoline (331 mg, 1.75 mmol). The mixture was stirred at 80° C. for 16 hours. The reaction mixture was concentrated. The residue was purified by prep-TLC to afford the desired compound (120 mg). LCMS (m/z): 361.1/362.1 [M+H]/[M+2H]

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08906900B2
Source datasetuspto-grants-2014_12
ORD IDord-c2fb788c61d843afb40c32cfe4873110
Source noteuspto-grants-2014_12