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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1-(3-Bromopropyl)-5-methoxy-1,3-dihydro-2H-pyrrolo[3,2-b]pyridin-2-one | HCID 11266109 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 8-Methoxy-3,4-dihydro-2H-pyrido[2',3':4,5]pyrrolo[2,1-b][1,3]oxazine | HCID 11401453 | — |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06495543B1 |
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| Source dataset | uspto-grants-2002_12 |
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| ORD ID | ord-d19eb1d7280245929710d3710968b380 |
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| Source note | uspto-grants-2002_12 |
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