Potassium Iodide → HCID 28974507, compound

Temperature

190 °C

2,6-difluoroaniline (387 mg, 3 mmol), potassium iodide (996 mg, 6.00 mmol) and [Cp*IrCl2]2 (33.1 mg, 0.030 mmol) were dissolved in 2-methyl-1-propanol (3 mL, 32.4 mmol). The resulting mixture was heated by microwaves to 190° C. for 8 hours. To the reaction mixture was added dichloromethane (10 mL) and water (10 mL) and the organic phase separated (hydrophobic frit). Diethyl ether was added and the solution filtered through a silica cartridge (10 g) eluting with further diethyl ether. The filtrate was evaporated in vacuo, then purified by flash silica (Si) chromatography (using a 0-100% dichloromethane-cyclohexane gradient). The appropriate fractions were combined and concentrated to give the title product (80 mg) as a colourless oil. LCMS (M+1) 186, RT 1.26 mins.

1. customthe organic phase separated (hydrophobic frit)
2. additionDiethyl ether was added
3. filtrationthe solution filtered through a silica cartridge (10 g)
4. washeluting with further diethyl ether
5. customThe filtrate was evaporated in vacuo
6. custompurified by flash silica (Si) chromatography (
7. concentrationconcentrated

ORD record

ord-8f20612c2f06487289faa40da142dcf3

Source dataset

uspto-grants-2015_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09150508B2