Реакция #94269

Уравнение реакции

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

Растворители

ether

ether

water

Условия реакции

Обработка

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

Методика

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°.

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