تفاعل #1833257

معادلة التفاعل

ethyl acetate

NaHSO3

Methyl 4-amino-3-chloro-6-(2,2-difluoro-7-(trimethylsilyl)benzo[d][1,3]dioxol-4-yl)-5-fluoropicolinate

iodine monochloride

→

title compound

المردود 96.1%

Methyl 4-amino-3-chloro-6-(2,2-difluoro-7-iodobenzo-[d][1,3]dioxol-4-yl)-5-fluoropicolinate

المردود 96.1%

المذيبات

1,2-dichloroethane

ظروف التفاعل

المعالجة

1. 1
   استخلاصThe aqueous phase was extracted with ethyl acetate (15 mL)
2. 2
   غسيلthe combined organic phases were washed with saturated NaCl (10 mL)
3. 3
   تجفيفdried (Na2SO4)
4. 4
   أخرىevaporated

الإجراء التجريبي

Methyl 4-amino-3-chloro-6-(2,2-difluoro-7-(trimethylsilyl)benzo[d][1,3]dioxol-4-yl)-5-fluoropicolinate (400 mg, 0.92 mmol) in 1,2-dichloroethane (5 mL) was treated with iodine monochloride (900 mg, 5.5 mmol) and stirred for 20 h at 20° C. The mixture was combined with 10 wt % NaHSO3 solution (30 mL) and ethyl acetate (30 mL). The aqueous phase was extracted with ethyl acetate (15 mL), and the combined organic phases were washed with saturated NaCl (10 mL), dried (Na2SO4) and evaporated to give the title compound as a white solid (430 mg, 96%): mp 156-159° C.; 1H NMR (400 MHz, CDCl3) δ 7.50 (d, J=8.6 Hz, 1H), 7.23 (d, J=8.6 Hz, 1H), 5.02 (s, 2H), 3.99 (s, 3H); 19F NMR (376 MHz, CDCl3) δ −49.22, −137.49; ESIMS m/z 487 ([M+H]+), 485 ([M−H]−).

المصدر