Sodium Hydroxide → HCID 178463032, compound

HRID 1076552Notes

Reaction equation

HRID 1076552 reaction equation
[Na].O.C([O:5][C:6]([C:8]1[N:9]=[C:10]2[CH:17]=[N:16][N:15]([CH2:18][CH3:19])[C:11]2=[N:12][C:13]=1[OH:14])=[O:7])C.[OH-].[Na+]>>[CH2:18]([N:15]1[C:11]2=[N:12][C:13]([OH:14])=[C:8]([C:6]([OH:7])=[O:5])[N:9]=[C:10]2[CH:17]=[N:16]1)[CH3:19]

Participants

4

Reactant 3

HCID 14798Sodium HydroxideHCID 5360545SodiumHCID 178470167HCID 178470167, compound

Product 1

HCID 178463032HCID 178463032, compound

Procedure

57 g. of sodium salt of 1-ethyl-6-hydroxy-1H-pyrazolo[3,4-b]pyrazine-5-carboxylic acid ethyl ester hydrate (2:1), prepared according to Example 1b, and 400 ml. of aqueous sodium hydroxide are heated to 60° with stirring for 16 hours. Then the solution is filtered and the filtrate is acidified with concentrated hydrochloric acid. The precipitated 1-ethyl-6-hydroxy-1H-pyrazolo[3,4-b]pyrazine-5-carboxylic acid is filtered off, washed with water and dried at 70°, yield 31.4 g. (71%). A sample recrystallized from acetonitrile melts at 194°-195°.

Workup

  1. filtrationThen the solution is filtered
  2. filtrationThe precipitated 1-ethyl-6-hydroxy-1H-pyrazolo[3,4-b]pyrazine-5-carboxylic acid is filtered off
  3. washwashed with water
  4. customdried at 70°
  5. customA sample recrystallized from acetonitrile melts at 194°-195°

Sources & evidence

ORD record
ord-810f72cd61db41b8bd91263f1641152a
Source dataset
uspto-grants-1976_05
Patent number
US03957782

Reaction notes

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