Ammonia → 5-Bromo-2-(trifluoromethyl)pyrimidine

A mixture of potassium fluoride (1.77 g) and cuprous iodide (5.79 g) was stirred and heated together using a heat gun under vacuum (˜1 mm) for 20 min. After cooling, dimethyl formamide (20 ml) and N-methyl pyrrolidinone (20 ml) were added followed by (trifluoromethyl)trimethylsilane (4.1 ml) and 5-bromo-2-iodopyrimidine (6.5 g). The mixture was stirred at rt for 5 h and then the brown solution was poured into 6N ammonia solution. The product was extracted into ethyl acetate and the extracts were washed with sodium bicarbonate solution and brine and then dried (Na2SO4) and evaporated. Chromatography on silica gel (elution with 20-50% dichloromethane in pentane) gave the title compound (D30) as a white solid (2.4 g). 1H NMR (CDCl3): 8.97 (2H, s).

1. temperatureheated together
2. customfor 20 min
3. temperatureAfter cooling
4. stirringThe mixture was stirred at rt for 5 h
5. extractionThe product was extracted into ethyl acetate
6. washthe extracts were washed with sodium bicarbonate solution and brine
7. dry with materialdried (Na2SO4)
8. customevaporated

ORDレコード

ord-8a3c2b0fa54640a5b372585a9998c897

出典データセット

uspto-grants-2009_09

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US07592347B2