Potassium Carbonate → 4-Iodo-2-methoxy-5-(2,2,2-trifluoroethoxy)pyridine

466 mg (3.4 mmol, 2.0 eq.) of potassium carbonate and 567 mg (2.5 mmol, 1.5 eq.) of 2,2,2-trifluoroethyl trifluoromethanesulphonate were added to a solution of 455 mg (purity 93%, 1.7 mmol) of 4-iodo-6-methoxypyridin-3-ol in 10 ml of dimethylformamide and 0.4 ml of acetonitrile, and the mixture was irradiated in a microwave at 150° C. for 30 min. A further 393 mg (1.7 mmol, 1.0 eq.) of 2,2,2-trifluoroethyl trifluoromethanesulphonate were added, and the reaction mixture was once more irradiated in the microwave at 150° C. for 30 min. After addition of water/ethyl acetate and phase separation, the aqueous phase was extracted twice with ethyl acetate. The combined organic phases were washed with saturated aqueous sodium chloride solution, dried (sodium sulphate), filtered, concentrated under reduced pressure and dried. Yield: 500 mg (purity 94%, 94% of theory)

1. customthe mixture was irradiated in a microwave at 150° C. for 30 min
2. customthe reaction mixture was once more irradiated in the microwave at 150° C. for 30 min
3. extractionthe aqueous phase was extracted twice with ethyl acetate
4. washThe combined organic phases were washed with saturated aqueous sodium chloride solution
5. dry with materialdried (sodium sulphate)
6. filtrationfiltered
7. concentrationconcentrated under reduced pressure
8. customdried

ORD record

ord-11c6c40c2b6e4434abedf6894548266b

Source dataset

uspto-grants-2016_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09434690B2