Ethanol → HCID 57457958, compound

2.10 g (55 mmol) of lithium aluminum hydride were added, with stirring and ice-cooling, to a solution of 4.26 g (18.1 mmol) of (2S,8aS)-2-methoxy-7-(1-pyrrolidinyl)-1,2,3,5,8,8a-hexahydroindolizin-5-one [obtained as described in Preparative Example 10(iv)′ above] in 50 ml of tetrahydrofuran, and the resulting mixture was then stirred for a further 3 hours at room temperature. At the end of this time, 8.40 ml of a 1N aqueous solution of sodium hydroxide were carefully added to the reaction mixture, followed by the addition of ethanol, and then any insoluble materials were removed by filtration. The filtrate thus obtained was concentrated by evaporation under reduced pressure and the resulting residue was purified by chromatography on an alumina column using ethyl acetate as the eluant afford to 1.60 g (yield: 51%) of the title compound as a pale brown oil.

1. customobtained
2. stirringthe resulting mixture was then stirred for a further 3 hours at room temperature
3. customany insoluble materials were removed by filtration
4. customThe filtrate thus obtained
5. concentrationwas concentrated by evaporation under reduced pressure
6. customthe resulting residue was purified by chromatography on an alumina column

ORD record

ord-3f8b92c7440c4f399e773cf5f3e4c210

Source dataset

uspto-grants-2006_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07122666B2