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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 907269Generated: October 26, 2026

Dimethylformamide → N-Cyclopropyl-3-(2-(4-hydroxybenzyl)-1-oxo-1,2-dihydroisoquinolin-6-yl)-4-methylbenzamide

https://huagongshe.com/reaction/907269

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium hydrideHCID 24758—
Reactant3-(Bromomethyl)phenolHCID 13740150—
ReactantN-Cyclopropyl-4-methyl-3-(1-oxo-1,2-dihydro-isoquinolin-6-yl)-benzamideHCID 25020457—
ProductN-Cyclopropyl-3-(2-(4-hydroxybenzyl)-1-oxo-1,2-dihydroisoquinolin-6-yl)-4-methylbenzamideHCID 57551752—

Reaction Steps

To a solution of the product of Example 11 (0.5 g) in DMF (10 mL) was added 60% sodium hydride in mineral oil (0.1 g) and the mixture stirred at room temperature for 1 hour. To this mixture was then added 3-(bromomethyl)phenol (0.4 g) and the mixture stirred at room temperature for 2 hours. The reaction mixture was concentrated to dryness and the residue purified (SiO2 chromatography 9:1 dichloromethane:methanol) to give the sub-title compound (0.33 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08012979B2
Source datasetuspto-grants-2011_09
ORD IDord-cbb0056f22964cf29b004dfb5f67d18d
Source noteuspto-grants-2011_09