反应详情

温度

23 °C

A mixture of methyl (6S)-2′-oxo-1′,2′,5,7-tetrahydrospiro[cyclopenta[b]pyridine-6,3′-pyrrolo[2,3-b]pyridine]-3-carboxylate (30.0 g, 102 mmol) and aqueous 6 N sodium hydroxide solution (50.8 mL, 305 mmol) in MeOH (920 mL) was heated at reflux for 1 h. The mixture was allowed to cool to 23° C. before it was acidified to pH˜6 with aqueous 1 N hydrochloric acid solution, resulting in a black precipitate which was removed by filtration. The filtrate was concentrated under reduced pressure to a volume of ˜100 mL and then partitioned between water (500 mL) and 2-methyltetrahydrofuran (2-MeTHF, 250 mL). The aqueous layer was extracted with 2-MeTHF (5×250 mL), and the combined organic layers were dried over sodium sulfate and concentrated to provide the title compound. MS: m/z=282.0 (M+1).

1. temperaturewas heated
2. temperatureat reflux for 1 h
3. customresulting in a black precipitate which
4. customwas removed by filtration
5. concentrationThe filtrate was concentrated under reduced pressure to a volume of ˜100 mL
6. custompartitioned between water (500 mL) and 2-methyltetrahydrofuran (2-MeTHF, 250 mL)
7. extractionThe aqueous layer was extracted with 2-MeTHF (5×250 mL)
8. dry with materialthe combined organic layers were dried over sodium sulfate
9. concentrationconcentrated