Iodine chloride → HCID 68894580, compound

Temperature

40 °C

A solution of Example 52A (3 g, 14.46 mmol) in N,N-dimethylformamide (60 mL) was heated to 40° C. and iodine chloride (2.82 g, 17.35 mmol) was added. After stirring at 40° C. for 3 hours, a second lot of iodine chloride (2.82 g, 17.35 mmol) was added and the mixture was stirred overnight at 40° C. The mixture was cooled to room temperature and quenched with ice cold water. The mixture was extracted with ethyl acetate (100 mL×2) and the organic layer was washed with water and brine, dried over sodium sulfate, filtered, and concentrated. Purification by column chromatography (silica gel, 20% ethyl acetate in hexane) afforded the title compound. LCMS: 334.6 (M+H)+.

1. stirringthe mixture was stirred overnight at 40° C
2. temperatureThe mixture was cooled to room temperature
3. customquenched with ice cold water
4. extractionThe mixture was extracted with ethyl acetate (100 mL×2)
5. washthe organic layer was washed with water and brine
6. dry with materialdried over sodium sulfate
7. filtrationfiltered
8. concentrationconcentrated
9. customPurification by column chromatography (silica gel, 20% ethyl acetate in hexane)

ORD record

ord-18667432085846408bc3ff2246f46f8a

Source dataset

uspto-grants-2015_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09073922B2