反应详情

({5-Cyano-2-[(trifluoroacetyl)amino]phenyl}methyl)(triphenyl)phosphonium chloride (Intermediate 2, 50.41 g, 95 mmol) was heated in DMF (180 ml) at 140° C. for 7 h. The mixture was cooled to room temperature and the solvents were evaporated. This residue was combined with the corresponding residue from another experiment (wherein Intermediate 2, 7.9 g, 15.05 mmol was heated in DMF (50 ml) at 155° C. for 2 h). The combined residues were azeotroped with toluene (100 ml×2). The resulting residue was treated with diethyl ether (500 ml) and the precipitate filtered and washed with diethyl ether (100 ml). The filtrate was evaporated and the resulting orange oil (˜60 g) was dissolved in DCM (200 ml) and stirred at room temperature. Iso-hexane was added until the cloudyness remained (˜400 ml) and the mixtured stirred for 3 days. No precipitate was observed so the mixture was evaporated and chromatographed (Biotage 75L, eluting with dichloromethane) to give the title compound as a colourless solid (21.7 g);

1. customthe solvents were evaporated
2. temperatureThis residue was combined with the corresponding residue from another experiment (wherein Intermediate 2, 7.9 g, 15.05 mmol was heated in DMF (50 ml) at 155° C. for 2 h)
3. customThe combined residues were azeotroped with toluene (100 ml×2)
4. additionThe resulting residue was treated with diethyl ether (500 ml)
5. filtrationthe precipitate filtered
6. washwashed with diethyl ether (100 ml)
7. customThe filtrate was evaporated
8. dissolutionthe resulting orange oil (˜60 g) was dissolved in DCM (200 ml)
9. additionIso-hexane was added until the cloudyness
10. stirringthe mixtured stirred for 3 days
11. customwas evaporated
12. customchromatographed
13. wash(Biotage 75L, eluting with dichloromethane)