Sodium Hydroxide → HCID 21537679, compound

HRID 1076549Notes

Reaction equation

HRID 1076549 reaction equation
[OH-].[Na+].C([O:5][C:6]([C:8]1[N:9]=[C:10]2[CH:19]=[N:18][N:17]([CH2:20][CH3:21])[C:11]2=[N:12][C:13]=1[O:14][CH2:15][CH3:16])=[O:7])C>C(O)C>[CH2:15]([O:14][C:13]1[N:12]=[C:11]2[N:17]([CH2:20][CH3:21])[N:18]=[CH:19][C:10]2=[N:9][C:8]=1[C:6]([OH:7])=[O:5])[CH3:16]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 542850216-ethoxy-1-ethyl-1H-pyrazolo[3,4-b]-pyrazine-5-carboxylic acid ethyl ester

Product 1

HCID 21537679HCID 21537679, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

360 ml. of aqueous sodium hydroxide (2.5 N) are added to a solution of 47.5 g. of 6-ethoxy-1-ethyl-1H-pyrazolo[3,4-b]-pyrazine-5-carboxylic acid ethyl ester (0.18 mol.) in 360 ml. of ethanol and stirred at room temperature for 15 hours. After removing the alcohol under vacuum, the aqueous solution is acidified with concentrated hydrochloric acid to give 6-ethoxy-1-ethyl-1H-pyrazolo[3,4-b]pyrazine-5-carboxylic acid in a yield of 94%, m.p. 128°-130°. A sample recrystallized from acetonitrile melts at 130°-132°.

Workup

  1. customAfter removing the alcohol under vacuum

Sources & evidence

ORD record
ord-385e61529bb949528ecce4df745199bf
Source dataset
uspto-grants-1976_05
Patent number
US03957782

Reaction notes

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