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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1418245Generated: November 2, 2026

Water → 1,8-Difluoro-3-(octyloxy)-7-[5-(octyloxy)pyrimidin-2-yl]isoquinoline

https://huagongshe.com/reaction/1418245

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant1-BromooctaneHCID 8140—
ReactantSodium hydrideHCID 24758—
ReactantHCID 53682127HCID 53682127—
SolventDimethylformamideHCID 6228—
Product1,8-Difluoro-3-(octyloxy)-7-[5-(octyloxy)pyrimidin-2-yl]isoquinolineHCID 7033865890%

Reaction Steps

10 mmol of 1,8-difluoro-7-(5-hydroxypyrimidin-2-yl)-3-octyloxyisoquinoline are dissolved in 50 ml of DMF, and 11 mmol of sodium hydride are added. After the mixture has been stirred for 30 minutes, 11 mmol of 1 -octyl bromide are added dropwise, and the mixture is stirred at 60° C. for a further 140 minutes and poured into water. The mixture is extracted with dichloromethane, the combined organic phases are dried, the solvent is removed in vacuo, and the residue is chromatographed on silica gel, giving 9 mmol of 7-[5-(octyloxy)pyrimidin-2-yl]-1,8-difluoro-3-octyloxyisoquinoline.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05882546
Source datasetuspto-grants-1999_03
ORD IDord-1afe1779c14b4e58b1c4bc411ce2178b
Source noteuspto-grants-1999_03