반응 #94269

반응 방정식

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

용매

ether

ether

water

반응 조건

후처리

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

실험 절차

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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