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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1051472Generated: November 1, 2026

1,2,3,4-Tetrahydroisoquinoline → 1-((6-bromopyridin-2-yl)amino)-3-(3,4-dihydroisoquinolin-2(1H)-yl)propan-2-ol

https://huagongshe.com/reaction/1051472

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2,3,4-TetrahydroisoquinolineHCID 7046—
Reactant6-bromo-N-(oxiran-2-ylmethyl)pyridin-2-amineHCID 86729254—
SolventEthanolHCID 702—
Product1-((6-bromopyridin-2-yl)amino)-3-(3,4-dihydroisoquinolin-2(1H)-yl)propan-2-olHCID 867292556.7%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a stirred mixture of 6-bromo-N-(oxiran-2-ylmethyl)pyridin-2-amine (1.33 g, 5.81 mmol) in EtOH (100 mL) was added 1,2,3,4-tetrahydroisoquinoline (773 mg, 5.81 mmol). The mixture was stirred at 80° C. for 16 hours. The reaction mixture was concentrated and the residue was purified column to afford the desired compound (140 mg). LCMS (m/z): 362.1/363.1 [M+H]+/[M+2H]+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09388173B2
Source datasetuspto-grants-2016_07
ORD IDord-c5030729c616430c811dc8fcf97552e5
Source noteuspto-grants-2016_07