反应详情

A mixture of ethyl 2-(4-fluorophenyl)acetate (273 g, 1.5 mol) and 4-cyanopyridine (156.1 g, 1.5 mol) was dissolved in 1.5 L of DMF in a 12 L, 3-necked r.b.flask equipped with a mechanical stir, temperature probe and 1 L addition funnel. 1.5 L of 1.0M tBuOK/tBuOH (1.5 mol) was added into the solution slowly at RT through a 1L addition funnel. The resulting brown solution was stirred at RT for 1 h. A solution of 109.7 g of MeNCS (1.5 mol) in 750 ml DMF was added into the reaction solution slowly at RT. The temperature of the solution was increased from 26° C. to 33° C. The resulting brown solution was stirred for 1 h. The reaction solution was cooled down to ca. 0° C. using ice-water bath and 93 ml of MeI (1.5 mol) was added into the reaction solution through a 125-ml addition funnel. The reaction solution was stirred at RT and a precipitate formed after 30 min. The suspension was stirred at RT overnight. The solid was filtered off and washed with water (2×200 ml) and dried under vacuum at 50° C. overnight. 5-(4-fluorophenyl)-3-methyl-2-methylthio-6-(4-pyridyl)-3H-pyrimidin-4-one was obtained; MS: m/z (M+H)+ 328; C17H14FN3OS requir. 327.

1. customequipped with a mechanical stir, temperature probe and 1 L addition funnel
2. temperatureThe temperature of the solution was increased from 26° C. to 33° C
3. stirringThe resulting brown solution was stirred for 1 h
4. temperatureThe reaction solution was cooled down to ca. 0° C.
5. stirringThe reaction solution was stirred at RT
6. customa precipitate formed after 30 min
7. stirringThe suspension was stirred at RT overnight
8. filtrationThe solid was filtered off
9. washwashed with water (2×200 ml)
10. customdried under vacuum at 50° C. overnight