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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 528450Generated: October 31, 2026

Sodium hydride → 2-Chloro-4-morpholin-4-yl-6,7-dihydro-[1,4]dioxino[2,3-d]pyrimidine

https://huagongshe.com/reaction/528450

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant2-(2,4-Dichloro-6-morpholin-4-yl-pyrimidin-5-yloxy)-ethanolHCID 86711736—
SolventTetrahydrofuranHCID 8028—
Product2-Chloro-4-morpholin-4-yl-6,7-dihydro-[1,4]dioxino[2,3-d]pyrimidineHCID 8671173790.3%

Reaction Steps

To a solution of 2-(2,4-dichloro-6-morpholin-4-yl-pyrimidin-5-yloxy)-ethanol (145 mg, 0.49 mmol) in THF (5 mL) was added sodium hydride (59 mg, 1.50 mmol, 60% dispersion in mineral oil) and the resulting mixture stirred at RT for 30 minutes. The reaction mixture was quenched with saturated aqueous ammonium chloride solution and extracted with ethyl acetate. The combined organic extracts were dried (Na2SO4) and concentrated in vacuo affording 2-Chloro-4-morpholin-4-yl-6,7-dihydro-[1,4]dioxino[2,3-d]pyrimidine as a white solid (114 mg, 90%). LCMS: RT=2.62 min, [M+H]+=258/260.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09346817B2
Source datasetuspto-grants-2016_05
ORD IDord-672d7af1e47440eeacc488aafbe37c5e
Source noteuspto-grants-2016_05