Potassium Fluoride → HCID 68003671, compound

Temperature

50 °C

Into a 500 mL 3-necked round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed CuI (6.4 g, 33.68 mmol, 1.20 equiv), a solution of KF (1.97 g, 33.97 mmol, 1.20 equiv) in 1-methylpyrrolidin-2-one (250 mL), TMS-CF3 (4.828 g, 34.00 mmol, 1.20 equiv) and 4-(benzyloxy)-6-iodocinnoline (as prepared in the previous step, 10.2 g, 28.18 mmol, 1.00 equiv). The reaction mixture was stirred for 24 h at 50° C. in an oil bath. The reaction was then quenched by the addition of 30 mL of ammonia and 300 mL H2O. The resulting solution was extracted with 3×300 mL of ether, and the combined ether portions was washed with 2×200 mL of brine, dried (Na2SO4), and concentrated under vacuum. The title compound was obtained as a brown solid.

1. customInto a 500 mL 3-necked round-bottom flask purged
2. temperaturemaintained with an inert atmosphere of nitrogen
3. customThe reaction was then quenched by the addition of 30 mL of ammonia and 300 mL H2O
4. extractionThe resulting solution was extracted with 3×300 mL of ether
5. washthe combined ether portions was washed with 2×200 mL of brine
6. dry with materialdried (Na2SO4)
7. concentrationconcentrated under vacuum

ORD record

ord-652f97d5058b4f56b5e9a80410790f78

Source dataset

uspto-grants-2013_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08518969B2