تفاعل #94269

معادلة التفاعل

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

المذيبات

ether

ether

water

ظروف التفاعل

المعالجة

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

الإجراء التجريبي

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°.

المصدر