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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 408659Generated: October 30, 2026

Sodium hydride → HCID 25115872, compound

https://huagongshe.com/reaction/408659

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant4-Methoxybenzyl bromideHCID 165021—
ReactantHCID 68725752HCID 68725752—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 25115872HCID 25115872—

Reaction Steps

2-Methyl-4-(3-phenylpyrrolidin-1-yl)quinolin-6-ol (0.05 g; see Example 42 below) was stirred with sodium hydride (60% dispersion in mineral oil; 0.035 g) in DMF (2 mL) for 15 minutes, after which 4-methoxybenzyl bromide (0.12 g) was added. After 18 hours, the reaction mixture was diluted with water and extracted with dichloromethane, washed with water, dried (MgSO4), filtered and evaporated to give a brown oil. The residue was purified by chromatography on silica eluting with a mixture of dichloromethane, and methanol. Evaporation of the desired fractions gave the title compound as a cream solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08759348B2
Source datasetuspto-grants-2014_06
ORD IDord-41f4343460ba4b4c90505dab7f24434e
Source noteuspto-grants-2014_06