Masses and measurements:
3,4-diflurophenylethan-1-ol - 0.370g
NaH - 0.0876g
THF - 15mL
3-(4-bromophenyl)-5-chloro-[1,2,4]triazolo[4,3,a]pyrazine (0.5627g, 1.82mmol) was placed in a RBF and under inert gas, THF (15mL). Still under an inert atmosphere, the 3,4-difluorophenylethan-1-ol (0.370g, 2.34mmol) and the reaction mixture was put under ice, the NaH (0.0876g, 2.19mmol) was added and left to react until TLC analysis confirmed the completion of the reaction. Before the NaH was added the reaction mixture was an orange solution and after addition of the NaH , the reaction mixture turned to a dark brown opaque mixture.
The reaction was left to react until TLC analysis (1:1 ethyl acetate & petroleum ether) confirmed complete of reaction.
Once reaction was complete 2M HCl (20mL) was added to quench reaction and the mixture was seperated and extracted using ethyl acetate (3 x 30mL). Upon seperation, the organic layer was orange and the inorganic layer was a pale yellow colour. The organic layers were kept, dried with MgSO4, filtered under vacuo and rotary evaporated to give a dark brown solid crude material (0.95g).
The crude material was run on a flash column (100% ethyl acetate solvent) and TLC analysis confirmed that test tubes 13-30 contained the final product. Test tubes 13-30 were collected in a RBF and rotary evaporated to give a dark green/brown solid (0.1318g, 16.79%).