HCID 68803231, compound → HCID 68802680, compound

HRID 2250604Notes

Reaction equation

HRID 2250604 reaction equation
C([O:3][C:4]([C:6]1[CH:7]=[C:8]([C:12]2[C:13]3[N:14]([C:28]([CH2:31][CH3:32])=[CH:29][CH:30]=3)[N:15]=[C:16]([CH3:27])[C:17]=2[CH2:18][CH2:19][CH2:20][CH2:21][C:22]([O:24][CH2:25][CH3:26])=[O:23])[CH:9]=[N:10][CH:11]=1)=[CH2:5])C>CO.Cl.[Cl-].[Na+].O>[C:4]([C:6]1[CH:7]=[C:8]([C:12]2[C:13]3[N:14]([C:28]([CH2:31][CH3:32])=[CH:29][CH:30]=3)[N:15]=[C:16]([CH3:27])[C:17]=2[CH2:18][CH2:19][CH2:20][CH2:21][C:22]([O:24][CH2:25][CH3:26])=[O:23])[CH:9]=[N:10][CH:11]=1)(=[O:3])[CH3:5]

Participants

5

Reactant 1

HCID 68803231HCID 68803231, compound

Product 1

HCID 68802680HCID 68802680, compoundYield 90%

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidSolventHCID 887MethanolSolventHCID 57417360Sodium chloride; waterSolvent

Procedure

A solution of ethyl 5-{4-[5-(1-ethoxyvinyl)-3-pyridinyl]-7-ethyl-2-methylpyrrolo[1,2-b]pyridazin-3-yl}pentanoate (190 mg) in methanol (5 mL) and 1N hydrochloric acid (5 mL) was stirred at ambient temperature for 2 hours. The solution was diluted with brine and extracted with chloroform. The organic layer was separated, dried over magnesium sulfate, and evaporated in vacuo. The residue was purified by silica gel column chromatography eluting with a mixture of hexane and ethyl acetate (10:1-2:1) to give ethyl 5-[4-(5-acetyl-3-pyridinyl)-7-ethyl-2-methylpyrrolo[1,2-b]pyridazin-3-yl]pentanoate as an yellow oil (160 mg).

Workup

  1. extractionextracted with chloroform
  2. customThe organic layer was separated
  3. dry with materialdried over magnesium sulfate
  4. customevaporated in vacuo
  5. customThe residue was purified by silica gel column chromatography
  6. washeluting with a mixture of hexane and ethyl acetate (10:1-2:1)

Sources & evidence

ORD record
ord-69078338b4334ea194d6dec2d2ae6d8f
Source dataset
uspto-grants-2008_01
Patent number
US07317009B2

Reaction notes

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