反応 #2186199

反応方程式

2-Amino-5-chloropyridine

4-chloro-3-oxo-butyric acid methyl ester

→

desired product

収率 31.0%

(6-Chloro-imidazo[1,2-a]pyridin-2-yl)-acetic acid methyl ester

収率 31.0%

溶媒

toluene

反応条件

後処理

1. 1
   その他The resulting brown suspension is evaporated
2. 2
   温度heated 1 h to 90° C. under high vacuum
3. 3
   その他The organic phase is then separated
4. 4
   その他evaporated
5. 5
   その他to yield a brownish solid
6. 6
   その他chromatographed (silica gel, ethyl acetate/petroleum ether 4:1)

実験手順

1.28 g (10 mmol) 2-Amino-5-chloropyridine and 1.18 mL (1 eq) 4-chloro-3-oxo-butyric acid methyl ester are heated to 115° C. in 15 mL toluene for 18 h. The resulting brown suspension is evaporated and heated 1 h to 90° C. under high vacuum, then cooled to room temperature and stirred in 100 mL dichloromethane, 10 mL saturated aqueous sodium bicarbonate solution and 40 mL water at 0° C. for one hour. The organic phase is then separated and evaporated to yield a brownish solid that is column chromatographed (silica gel, ethyl acetate/petroleum ether 4:1) to yield 700 mg (31 %) desired product as a beige powder. MS(EI+): 225-227 (M+1).

出典