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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 930805Generated: October 30, 2026

Sodium hydride → 1-benzyl-8-((3,4-difluorobenzyl)oxy)-3,4-dihydro-1H-pyrimido[1,6-a]pyrimidin-6(2H)-one

https://huagongshe.com/reaction/930805

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant3,4-Difluorobenzyl alcoholHCID 522833—
Reactant1-benzyl-8-chloro-3,4-dihydro-1H-pyrimido[1,6-a]pyrimidin-6(2H)-oneHCID 90303951—
SolventDimethylformamideHCID 6228—
Product1-benzyl-8-((3,4-difluorobenzyl)oxy)-3,4-dihydro-1H-pyrimido[1,6-a]pyrimidin-6(2H)-oneHCID 7710703231.9%

Reaction Steps

To a suspension of NaH (21.76 mg, 0.54 mmol) in N,N-dimethylformamide (DMF) (2 mL), 1-benzyl-8-chloro-3,4-dihydro-1H-pyrimido[1,6-a]pyrimidin-6(2H)-one (50 mg, 0.18 mmol) was added (3,4-difluorophenyl)methanol (0.026 mL, 0.22 mmol) at r.t., and stirred for 30 mins. The reaction mixture was quenched by water. Purification via reverse phase column (0.3% trifluoroacetate acid in acetonitrile/water) afforded the title compound (22 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09296755B2
Source datasetuspto-grants-2016_03
ORD IDord-6373d8d5fc494091a9e3e1f1b827fc9d
Source noteuspto-grants-2016_03