反応 #94269

反応方程式

sodium

maleic acid

4-chloro-2-methyl-6-phenyl-2H-pyrazolo[3,4-b]pyridine

3-methyl butanol

→

2-Methyl-4-(3-methylbutoxy)-6-phenyl-2H-pyrazolo[3,4-b]pyridine maleate

溶媒

ether

ether

water

反応条件

後処理

1. 1
   温度the mixture is refluxed for six hours
2. 2
   その他the organic layer dried
3. 3
   その他evaporated in vacuo
4. 4
   その他to give 20 g
5. 5
   workup.DISSOLUTIONof the oil (0.063 mol.), dissolved in 50 ml
6. 6
   その他The precipitated maleate of 2-methyl-4-(3-methylbutoxy)-6-phenyl-2H-pyrazolo [3,4-b]pyridine, at first oily, crystallizes
7. 7
   その他Recrystallization from ethyl acetate
8. 8
   その他gives a product which melts at 119°-120°

実験手順

To a solution of 1.61 g. of sodium (0.07 mol.) in 200 ml. of 3-methyl butanol, 17.1 g. of 4-chloro-2-methyl-6-phenyl-2H-pyrazolo[3,4-b]pyridine (0.07 mol.) are added and the mixture is refluxed for six hours while stirring. The cooled solution is agitated with water, the organic layer dried and then evaporated in vacuo to give 20 g. (97%) of oil. To 18.5 g. of the oil (0.063 mol.), dissolved in 50 ml. of ether, a solution of 14.6 g. of maleic acid (0.126 mol.) in 500 ml. of ether is added. The precipitated maleate of 2-methyl-4-(3-methylbutoxy)-6-phenyl-2H-pyrazolo [3,4-b]pyridine, at first oily, crystallizes on standing overnight, yield: 24.6 g. (83%); m.p. 114°-116°. Recrystallization from ethyl acetate gives a product which melts at 119°-120°.

出典