Hydrochloric Acid → HCID 68804452, compound

HRID 2250630Notes

Reaction equation

HRID 2250630 reaction equation
[CH2:1]([C:3]1[N:7]2[N:8]=[C:9]([CH3:24])[C:10]([C:19]([O:21]CC)=[O:20])=[C:11]([C:12]3[CH:13]=[N:14][CH:15]=[C:16]([CH3:18])[CH:17]=3)[C:6]2=[CH:5][CH:4]=1)[CH3:2].[OH-].[K+].Cl>C(O)C.[Cl-].[Na+].O>[CH2:1]([C:3]1[N:7]2[N:8]=[C:9]([CH3:24])[C:10]([C:19]([OH:21])=[O:20])=[C:11]([C:12]3[CH:13]=[N:14][CH:15]=[C:16]([CH3:18])[CH:17]=3)[C:6]2=[CH:5][CH:4]=1)[CH3:2]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 68804391HCID 68804391, compound

Product 1

HCID 68804452HCID 68804452, compoundYield 94.7%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 57417360Sodium chloride; waterSolvent

Procedure

To a solution of ethyl 7-ethyl-2-methyl-4-(5-methyl-3-pyridinyl)pyrrolo[1,2-b]pyridazine-3-carboxylate (682 mg) in ethanol (20 mL) was added potassium hydroxide (5 g) solution (10 mL) and the mixture was heated under reflux for 1 hour. The solution was acidified with 1 N hydrochloric acid to pH 3-4 and diluted with brine, and extracted with chloroform twice. The organic layer was separated, dried over magnesium sulfate, and evaporated in vacuo. The crude product was triturated with ethyl acetate to give 7-ethyl-2-methyl-4-(5-methyl-3-pyridinyl)pyrrolo[1,2-b]pyridazine-3-carboxylic acid as a yellow powder (590 mg)

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 1 hour
  3. extractionextracted with chloroform twice
  4. customThe organic layer was separated
  5. dry with materialdried over magnesium sulfate
  6. customevaporated in vacuo
  7. customThe crude product was triturated with ethyl acetate

Sources & evidence

ORD record
ord-6f17ed9d1933433b8d1fc5465d5c396d
Source dataset
uspto-grants-2008_01
Patent number
US07317009B2

Reaction notes

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