Hydrochloric Acid → 6-[(4R)-4-({[2-Hydroxy-3-(6-methoxy-3-oxopyrido[2,3-b]pyrazin-4(3H)-yl)propyl]amino}methyl)-2-oxopyrrolidin-1-yl)-2H-pyrido[3,2-b][1,4]oxazin-3(4H)-one

온도

60 °C

In a mixed solution (2 ml) of methanol/tetrahydrofuran (1:1) was dissolved 6-[(4R)-4-({[2-(Methoxymethoxy)-3-(6-methoxy-3-oxopyrido[2,3-b]pyrazin-4(3H)-yl)propyl]amino}methyl)-2-oxopyrrolidin-1-yl)-2H-pyrido[3,2-b][1,4]oxazin-3(4H)-one (41.3 mg, 0.077 mmol). To this solution was added a 4N hydrochloric acid aqueous solution (1 ml) under cooling on ice and the mixture was stirred at 60° C. for 4 hours. The reaction solution was cooled in the air, and the solvent was then removed under reduced pressure. The residue was dissolved in a lower layer solvent of the chloroform/methanol/water (7:3:1) and alkalized by adding saturated sodium bicarbonate water under cooling on ice. The mixture was extracted with a lower layer solvent of chloroform/methanol/water (7:3:1), the extract was dried over anhydrous sodium sulfate and the solvent was removed under reduced pressure. The residue was purified by preparative layer chromatography (chloroform/methanol) to yield 7 mg (18%) of the title compound in the form of an orangish solid.

1. temperatureunder cooling on ice
2. temperatureThe reaction solution was cooled in the air
3. customthe solvent was then removed under reduced pressure
4. dissolutionThe residue was dissolved in a lower layer solvent of the chloroform/methanol/water (7:3:1)
5. additionby adding saturated sodium bicarbonate water
6. temperatureunder cooling on ice
7. extractionThe mixture was extracted with a lower layer solvent of chloroform/methanol/water (7:3:1)
8. dry with materialthe extract was dried over anhydrous sodium sulfate
9. customthe solvent was removed under reduced pressure
10. customThe residue was purified by preparative layer chromatography (chloroform/methanol)

ORD 기록

ord-b4fb959e905a45b893121a7a776cf351

출처 데이터셋

uspto-grants-2015_02

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US08952010B2