Water → HCID 58136864, compound

HRID 532330Notes

Reaction equation

HRID 532330 reaction equation
Cl[C:2]1[CH:3]=[C:4]([CH2:12][CH3:13])[C:5]2[N:6]([C:8]([NH2:11])=[N:9][N:10]=2)[N:7]=1.[O-:14][CH2:15][CH3:16].[Na+].O>C(O)C>[CH2:15]([O:14][C:2]1[CH:3]=[C:4]([CH2:12][CH3:13])[C:5]2[N:6]([C:8]([NH2:11])=[N:9][N:10]=2)[N:7]=1)[CH3:16]

Participants

5

Reactant 3

HCID 962WaterHCID 2723922Sodium ethoxideHCID 58045769HCID 58045769, compound

Product 1

HCID 58136864HCID 58136864, compoundYield 91.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
45 °C

Procedure

6-Chloro-8-ethyl-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine (W2.003; 700 mg) was dissolved in ethanol (100 ml) while stirring. Thereafter, the reaction mixture was admixed with sodium ethoxide (724 mg) and stirred at RT for 2 h. Subsequently, the mixture was heated to 45° C. for 3 h. After the solvent had been drawn off, the residue was admixed with water and extracted three times with dichloromethane. The combined organic phases were dried over sodium sulfate and, after the desiccant had been filtered off, dried under reduced pressure. 670 mg of the title compound were obtained.

Workup

  1. stirringstirred at RT for 2 h
  2. extractionextracted three times with dichloromethane
  3. dry with materialThe combined organic phases were dried over sodium sulfate
  4. filtrationafter the desiccant had been filtered off
  5. customdried under reduced pressure

Sources & evidence

ORD record
ord-c88402045bfd42d08175fc06e1d1cd4e
Source dataset
uspto-grants-2014_10
Patent number
US08853206B2

Reaction notes

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