反应详情

To a stirred solution of 5-(2-fluoro-4-trifluoromethyl-phenyl)-3-(4-methoxy-phenyl)-3H-[1,2,3]triazol-4-ylamine (16) (0.450 g, 1.2774 mmol) in anhydrous dichloromethane (15 ml), cooled to −78° C. and under a nitrogen flow, a solution of boron tribromide (2.240 g, ˜0.84 ml, 8.9418 mmol) in 5 ml of anhydrous dichloromethane is added drop-wise. The mixture is allowed to reach room temperature spontaneously overnight and it is then cooled again in an ice-salt bath and the excess of the reagent is decomposed upon drop-wise addition of 10 ml of methanol and 10 ml of water. After 10 min stirring, 10% sodium hydroxide solution (15 ml) is added and the aqueous layer, once separated, is acidified with 10% hydrochloric acid solution and extracted with chloroform (3×50 ml). The combined organic layers are dried over MgSO4, filtered and evaporated to afford a solid residue (0.380 g, 88% yield, 99.71% pure at HPLC). M.p. 176.2-177.5° C. LC-ESI-HRMS of [M+H]+ shows 339.0854 Da. Calc. 339.086898 Da, dev. −4.4 ppm.

1. temperatureit is then cooled again in an ice-salt bath
2. customthe aqueous layer, once separated
3. extractionextracted with chloroform (3×50 ml)
4. dry with materialThe combined organic layers are dried over MgSO4
5. filtrationfiltered
6. customevaporated
7. customto afford a solid residue (0.380 g, 88% yield, 99.71% pure at HPLC)