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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 930806Generated: October 29, 2026

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

https://huagongshe.com/reaction/930806

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant1-(Bromomethyl)-4-chlorobenzeneHCID 69329—
Reactant3,4-Difluorobenzyl alcoholHCID 522833—
Reactant8-Chloro-3,4-dihydro-1H-pyrimido[1,6-A]pyrimidin-6(2H)-oneHCID 135741882—
SolventDimethylformamideHCID 6228—
Product1-(4-chlorobenzyl)-8-((3,4-difluorobenzyl)oxy)-3,4-dihydro-1H-pyrimido[1,6-a]pyrimidin-6(2H)-oneHCID 7710703311.5%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of 8-chloro-3,4-dihydro-1H-pyrimido[1,6-a]pyrimidin-6(2H)-one (50 mg, 0.27 mmol) and sodium hydride (23.70 mg, 0.59 mmol) in anhydrous N,N-dimethylformamide (3 mL) was added a solution of 1-(bromomethyl)-4-chlorobenzene (66.4 mg, 0.32 mmol) in anhydrous N,N-dimethylformamide (1 ml) at r.t, and then stirred for 1 h at 50° C. Then, a solution of (3,4-difluorophenyl) methanol (46.6 mg, 0.32 mmol) in N, N-dimethylformamide (1 ml) was added and stirred for 1 h at r.t. The reaction mixture was quenched by water. Purification via reverse phase column using acetonitrile/water as eluent afforded the title compound (13 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09296755B2
Source datasetuspto-grants-2016_03
ORD IDord-6ad26c5925c8422cb6e215c8d8935e4b
Source noteuspto-grants-2016_03