反应 #1880974

反应方程式

NH4Cl

pyrazole

NaH

Methyl 6-chloronicotinate

→

6-Pyrazol-1-yl-nicotinic acid methyl ester

收率 93.0%

溶剂

DMSO

反应条件

后处理

1. 1
   其他was at a temperature of 0° C.
2. 2
   其他The resulting reaction mixture
3. 3
   workup.STIRRINGagitated vigorously for a period of 6 hr
4. 4
   温度The reaction mixture was subsequently cooled to a temperature of about 0° C.
5. 5
   workup.ADDITIONpoured into a saturated aqueous, 0° C
6. 6
   过滤The resulting precipitate was filtered
7. 7
   洗涤washed with water
8. 8
   其他dried
9. 9
   其他to give a compound of formula (XI-a) (38.3 g, 93% yield) as an off-white solid

实验过程

To a solution of pyrazole (19.4 g, 0.28 mol) in 100 mL anhydrous DMSO, which was at a temperature of 0° C., was added NaH (7.5 g, 0.3 mol) gradually over a period of 30 min. The resulting reaction mixture was allowed to warm to room temperature, at which the mixture continued to agitate for an additional 30 min. Methyl 6-chloronicotinate (35 g, 0.2 mol) was added to the stirring reaction mixture and agitated vigorously for a period of 6 hr. The reaction mixture was subsequently cooled to a temperature of about 0° C. and poured into a saturated aqueous, 0° C. NH4Cl solution. The resulting precipitate was filtered, washed with water, and dried to give a compound of formula (XI-a) (38.3 g, 93% yield) as an off-white solid.

来源