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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 907267Generated: October 26, 2026

1-Bromo-2-Chloroethane → 3-(2-(4-(2-Chloroethoxy)benzyl)-1-oxo-1,2-dihydroisoquinolin-6-yl)-N-cyclopropyl-4-methylbenzamide

https://huagongshe.com/reaction/907267

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Bromo-2-ChloroethaneHCID 7849—
ReactantPotassium CarbonateHCID 11430—
ReactantN-Cyclopropyl-3-(2-(4-hydroxybenzyl)-1-oxo-1,2-dihydroisoquinolin-6-yl)-4-methylbenzamideHCID 57551752—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product3-(2-(4-(2-Chloroethoxy)benzyl)-1-oxo-1,2-dihydroisoquinolin-6-yl)-N-cyclopropyl-4-methylbenzamideHCID 57551830—

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of the product of step i) (500 mg) in DMF (10 mL) was added potassium carbonate (820 mg) and 1-bromo-2-chloroethane (0.2 mL) and the reaction was heated at 50° C. for 22 hours. Additional 1-bromo-2-chloroethane (0.3 mL) and potassium carbonate (820 mg) were added and heating continued for 40 hours. The reaction mixture was diluted with ethyl acetate and filtered. The filtrate was washed with water and brine, dried over magnesium sulphate and evaporated. The residue was purified (SiO2, ethyl acetate:isohexane (6:4)) to yield the sub-titled compound (280 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08012979B2
Source datasetuspto-grants-2011_09
ORD IDord-b847f48e3d454210b145d696222aa77c
Source noteuspto-grants-2011_09