Hydrochloric Acid → 2-(4-ethoxy-phenyl)-pyrazolo[1,5-b]pyridazine-3-carboxylic Acid

HRID 1280406Notes

Reaction equation

HRID 1280406 reaction equation
C[O:2][C:3]([C:5]1[C:6]([C:14]2[CH:19]=[CH:18][C:17]([O:20][CH2:21][CH3:22])=[CH:16][CH:15]=2)=[N:7][N:8]2[C:13]=1[CH:12]=[CH:11][CH:10]=[N:9]2)=[O:4].[OH-].[Na+].Cl>C(O)C>[CH2:21]([O:20][C:17]1[CH:18]=[CH:19][C:14]([C:6]2[C:5]([C:3]([OH:4])=[O:2])=[C:13]3[N:8]([N:9]=[CH:10][CH:11]=[CH:12]3)[N:7]=2)=[CH:15][CH:16]=1)[CH3:22]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 542755002-(4-ethoxy-phenyl)-pyrazolo[1,5-b]pyridazine-3-carboxylic Acid Methyl Ester

Product 1

HCID 225623382-(4-ethoxy-phenyl)-pyrazolo[1,5-b]pyridazine-3-carboxylic Acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2-(4-ethoxy-phenyl)-pyrazolo[1,5-b]pyridazine-3-carboxylic acid methyl ester (1.2 g), ethanol (10 ml) and 2N sodium hydroxide (10 ml) was heated to 800 for 1.5 h. The mixture was allowed to cool and acidified to pH 1 with 2N hydrochloric acid. The title compound was isolated by filtration as a brown solid (716 mg, 63%). MH+ 284.

Workup

  1. temperaturewas heated to 800 for 1.5 h
  2. temperatureto cool

Sources & evidence

ORD record
ord-d51abc5001504f28b81093f4a08b3439
Source dataset
uspto-grants-2002_09
Patent number
US06451794B1

Reaction notes

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