Water → 2,3-Dihydro-1H-pyrido[3,4-b][1,4]oxazine

1H-pyrido[3,4-b][1,4]-oxazin-2-one (510 mg, 3.397 mmol) was dissolved in anhydrous tetrahydrofuran (20 ml) under nitrogen atmosphere and then cooled to 0□. 1.0M Lithium aluminum hydride dissolved in tetrahydrofuran (6.8 ml, 6.794 mmol) was added thereto dropwise. The mixture was stirred for 30 minutes, and the temperature was raised to room temperature, and then the mixture was stirred for 1 hour. After completion of the reaction, the mixture was cooled to 0□ again, and then water (0.25 ml), 10% aqueous solution of sodium hydroxide (0.5 ml) and water (0.8 ml) were added thereto dropwise in this order, and the resulting solution was vigorously stirred at room temperature for 1 hour. The produced solid was filtered and washed with excessive ethyl acetate, and then the filtrate was washed with water and saturated saline solution, dried over anhydrous sodium sulfate (Na2SO4), filtered and evaporated under reduced pressure to obtain white solid (300 mg, 65%).

1. temperaturecooled to 0□
2. additionwas added
3. stirringthe mixture was stirred for 1 hour
4. customAfter completion of the reaction
5. temperaturethe mixture was cooled to 0□ again
6. stirringdropwise in this order, and the resulting solution was vigorously stirred at room temperature for 1 hour
7. filtrationThe produced solid was filtered
8. washwashed with excessive ethyl acetate
9. washthe filtrate was washed with water and saturated saline solution
10. dry with materialdried over anhydrous sodium sulfate (Na2SO4)
11. filtrationfiltered
12. customevaporated under reduced pressure

ORD-Eintrag

ord-bc1f14c3c19445b3a68477e6d62f51ee

Quelldatensatz

uspto-grants-2013_03

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08394792B2