反応 #1833256

反応方程式

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

bromine

NaHSO3

→

title compound

収率 92.0%

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

収率 92.0%

溶媒

1,2-dichloroethane

反応条件

後処理

1. 1
   抽出extracted with ethyl acetate (35 mL)
2. 2
   洗浄The organic phase was washed with saturated NaCl (5 mL)
3. 3
   乾燥dried (Na2SO4)
4. 4
   その他evaporated

実験手順

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) was stirred in 1,2-dichloroethane (5 mL), treated with bromine (1.0 g, 6.5 mmol) and stirred at 20-25° C. for 4 h. The solution was stirred with 10% NaHSO3 solution (30 mL) and extracted with ethyl acetate (35 mL). The organic phase was washed with saturated NaCl (5 mL), dried (Na2SO4) and evaporated to give the title compound as a white solid (370 mg, 92%): mp 168-170° C.; 1H NMR (400 MHz, CDCl3) δ 7.35 (m, 1H), 5.02 (s, 1H), 3.99 (s, 3H); 19F NMR (376 MHz, CDCl3) δ −49.23, −137.58; ESIMS m/z 439 ([M+H]+), 437 ([M−H]−).

出典