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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2298774Generated: October 30, 2026

Sodium hydride → 8-Methoxy-3,4-dihydro-2H-pyrido[2',3':4,5]pyrrolo[2,1-b][1,3]oxazine

https://huagongshe.com/reaction/2298774

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant1-(3-Bromopropyl)-5-methoxy-1,3-dihydro-2H-pyrrolo[3,2-b]pyridin-2-oneHCID 11266109—
SolventDimethylformamideHCID 6228—
Product8-Methoxy-3,4-dihydro-2H-pyrido[2',3':4,5]pyrrolo[2,1-b][1,3]oxazineHCID 11401453—

Reaction Conditions

Temperature0 °C

Reaction Steps

Under an inert atmosphere, 160 mg (4 mmol) of sodium hydride (60% in oil) are added slowly at 0° C. to a solution of 380 mg (1.34 mmol) of the compound obtained in Step E in 10 ml of N,N-dimethylformamide. The reaction mixture is stirred at 0° C. for 30 minutes before being hydrolysed with ice and then extracted with ethyl acetate. The organic phase is washed several times with water, dried over magnesium sulphate, concentrated and purified by flash chromatography over silica gel (eluant: ethyl acetate/petroleum ether, 95:5) to yield the title compound in the form of a brown solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06495543B1
Source datasetuspto-grants-2002_12
ORD IDord-d19eb1d7280245929710d3710968b380
Source noteuspto-grants-2002_12