Methanol → HCID 66643190, compound

To a stirred solution of compound A92-2 (1.03 g, 4.43 mmol) in MeOH (8 mL) was added p-toluenesulfonic acid monohydrate (421 mg, 2.2 mmol) at room temperature and the mixture was refluxed for 5 h. The reaction mixture was cooled to room temperature, quenched with water (15 mL) and extracted with DCM (2×25 mL). The combined organic layers were washed with brine (20 mL), dried over anhydrous Na2SO4 and concentrated under reduced pressure. The residue was purified by column chromatography (silica gel, 35% EtOAc/hexane as eluent) to provide compound A92-3 (330 mg, 57%) as a colorless gum.

1. temperaturethe mixture was refluxed for 5 h
2. customquenched with water (15 mL)
3. extractionextracted with DCM (2×25 mL)
4. washThe combined organic layers were washed with brine (20 mL)
5. dry with materialdried over anhydrous Na2SO4
6. concentrationconcentrated under reduced pressure
7. customThe residue was purified by column chromatography (silica gel, 35% EtOAc/hexane as eluent)
8. customto provide compound A92-3 (330 mg, 57%) as a colorless gum

ORD record

ord-624e965aef714216969aa6a1ddc83dc7

Source dataset

uspto-grants-2016_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09365522B2