Sodium Hydroxide → HCID 22024418, compound

HRID 501024Notes

Reaction equation

HRID 501024 reaction equation
[OH-].[Na+].C[O:4][C:5]([C:7]1[N:11]2[N:12]=[C:13]([CH3:24])[CH:14]=[C:15]([C:16]3[CH:21]=[CH:20][C:19]([CH3:22])=[CH:18][C:17]=3[CH3:23])[C:10]2=[N:9][C:8]=1[CH2:25][CH3:26])=[O:6]>C(O)C>[CH3:23][C:17]1[CH:18]=[C:19]([CH3:22])[CH:20]=[CH:21][C:16]=1[C:15]1[C:10]2[N:11]([C:7]([C:5]([OH:6])=[O:4])=[C:8]([CH2:25][CH3:26])[N:9]=2)[N:12]=[C:13]([CH3:24])[CH:14]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 68421251HCID 68421251, compound

Product 1

HCID 22024418HCID 22024418, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A 5N aqueous sodium hydroxide solution (20 mL) was added to a solution of the resulting 8-(2,4-dimethylphenyl)-2-ethyl-6-methylimidazo[1,2-b]pyridazin-3-carboxylic acid methyl ester in ethanol (100 mL), and the mixture was heated under reflux for 3 hours. The reaction mixture was evaporated as it was. Water was added thereto, which was extracted with ethyl acetate. 5N Hydrochloric acid (pH=1) was added to the aqueous layer, and the solution was extracted with ethyl acetate, dried over anhydrous magnesium sulfate and evaporated, to give 8-(2,4-dimethylphenyl)-2-ethyl-6-methylimidazo[1,2-b]pyridazine-3-carboxylic acid as a crude compound (2.8 g).

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 3 hours
  3. customThe reaction mixture was evaporated as it
  4. additionWater was added
  5. extractionwhich was extracted with ethyl acetate
  6. addition5N Hydrochloric acid (pH=1) was added to the aqueous layer
  7. extractionthe solution was extracted with ethyl acetate
  8. dry with materialdried over anhydrous magnesium sulfate
  9. customevaporated

Sources & evidence

ORD record
ord-4decbb5b78e44c919d86ddbda6dd32e9
Source dataset
uspto-grants-2010_08
Patent number
US07772249B2

Reaction notes

Loading…