Ethanol → HCID 67040187, compound

Temperature

90 °C

The product of Example 167A (200 mg, 0.328 mmol), ammonium chloride (115 mg, 2.152 mmol), and iron powder (113 mg, 2.021 mmol) in a mixture of water (2 mL), ethanol (4 mL) and tetrahydrofuran (4 mL) was heated at 90° C. under a nitrogen atmosphere for 1 hour. The reaction was cooled to room temperature, diluted with ethyl acetate (50 mL), and washed with water (3×50 mL) and brine (50 mL). The organic was dried over anhydrous sodium sulfate, filtered, and concentrated by rotary evaporation in vacuo. Purification by silica gel chromatography eluting with 5% methanol/methylene chloride afforded the product as a gold-colored solid (114 mg, 60%).

1. temperatureThe reaction was cooled to room temperature
2. washwashed with water (3×50 mL) and brine (50 mL)
3. dry with materialThe organic was dried over anhydrous sodium sulfate
4. filtrationfiltered
5. concentrationconcentrated by rotary evaporation in vacuo
6. customPurification by silica gel chromatography
7. washeluting with 5% methanol/methylene chloride

ORD record

ord-0047ccb690ff49d89d2795dd1740c3b1

Source dataset

uspto-grants-2011_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07910595B2