Potassium Fluoride → 5-Chloro-3-ethynylpyridin-2-amine

A suspension of 1.6 g of 5-chloro-3-trimethylsilanylethynylpyridin-2-ylamine and 1.24 g of potassium fluoride in 80 ml of methanol is brought to reflux for approximately 3 hours 30 minutes. After returning to a temperature in the region of 20° C., the mixture is filtered through celite, and the insoluble material is washed three times with 50 ml of methanol. The filtrate is concentrated to dryness under reduced pressure (13 kPa). The residue is taken up with 100 ml of dichloromethane. The solution obtained is washed with three times 60 ml of water, dried over magnesium sulfate, filtered, and concentrated to dryness under reduced pressure (13 kPa). 0.97 g of 5-chloro-3-ethynylpyridin-2-ylamine is thus obtained in the form of a solid, the characteristics of which are as follows:

1. temperatureto reflux for approximately 3 hours 30 minutes
2. customAfter returning to a temperature in the region of 20° C.
3. filtrationthe mixture is filtered through celite
4. washthe insoluble material is washed three times with 50 ml of methanol
5. concentrationThe filtrate is concentrated to dryness under reduced pressure (13 kPa)
6. customThe solution obtained
7. washis washed with three times 60 ml of water
8. dry with materialdried over magnesium sulfate
9. filtrationfiltered
10. concentrationconcentrated to dryness under reduced pressure (13 kPa)

ORD record

ord-fbb17af726ac46589fe669405f1ad55a

Source dataset

uspto-grants-2009_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07528147B2