Sodium Methoxide → HCID 9884276, compound

HRID 346504Notes

Reaction equation

HRID 346504 reaction equation
[N:1]1([C:9]2[CH:10]=[CH:11][C:12]3[N:13]([C:15]([C:18]4[CH:23]=[CH:22][CH:21]=[C:20](Cl)[N:19]=4)=[N:16][N:17]=3)[N:14]=2)[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:25][O-:26].[Na+]>C1(C)C=CC=CC=1>[N:1]1([C:9]2[CH:10]=[CH:11][C:12]3[N:13]([C:15]([C:18]4[CH:23]=[CH:22][CH:21]=[C:20]([O:26][CH3:25])[N:19]=4)=[N:16][N:17]=3)[N:14]=2)[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 23057947HCID 23057947, compound

Product 1

HCID 9884276HCID 9884276, compoundYield 81.6%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 6-azocan-1-yl-3-(6-chloropyridin-2-yl)-1,2,4-triazolo[4,3-b]pyridazine (360 mg), sodium methoxide (570 mg) and toluene (20 ml) was stirred with heating under reflux for 3 hours. After allowing to cool to room temperature, the reaction solution was concentrated under reduced pressure, and the resultant residue was extracted with ethyl acetate. The extract was washed with water and brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The resultant crude crystal was washed with diethyl ether to obtain 6-azocan-1-yl-3-(6-methoxypyridin-2-yl)-1,2,4-triazolo[4,3-b]pyridazine (290 mg) as pale yellow crystals.

Workup

  1. temperaturewith heating
  2. temperatureunder reflux for 3 hours
  3. concentrationthe reaction solution was concentrated under reduced pressure
  4. extractionthe resultant residue was extracted with ethyl acetate
  5. washThe extract was washed with water and brine
  6. dry with materialdried over anhydrous magnesium sulfate
  7. concentrationconcentrated under reduced pressure
  8. washThe resultant crude crystal was washed with diethyl ether

Sources & evidence

ORD record
ord-e500249e4bdd4ae3904ea7339482bd94
Source dataset
uspto-grants-2007_02
Patent number
US07173033B2

Reaction notes

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