Water → HCID 58045791, compound

HRID 1524476Notes

Reaction equation

HRID 1524476 reaction equation
Cl[C:2]1[C:3]([CH:15]([CH3:17])[CH3:16])=[C:4]([CH:12]([CH3:14])[CH3:13])[C:5]2[N:6]([C:8]([NH2:11])=[N:9][N:10]=2)[N:7]=1.[O-:18][CH2:19][CH3:20].[Na+].O>C(O)C>[CH2:19]([O:18][C:2]1[C:3]([CH:15]([CH3:17])[CH3:16])=[C:4]([CH:12]([CH3:14])[CH3:13])[C:5]2[N:6]([C:8]([NH2:11])=[N:9][N:10]=2)[N:7]=1)[CH3:20]

Participants

5

Reactant 3

HCID 962WaterHCID 2723922Sodium ethoxideHCID 58045976HCID 58045976, compound

Product 1

HCID 58045791HCID 58045791, compoundYield 96.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

6-Chloro-7,8-diisopropyl-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine (W2.015, 0.1 g) was dissolved in ethanol (15 ml) while stirring and under argon. Thereafter, the reaction mixture was admixed with sodium ethoxide (110 mg) and stirred at RT for 1 h, then at 55° C. for 1 h. Subsequently, the mixture was left to stand overnight, then stirred again at 55° C. for 7.5 h and then the solvent was drawn off, and 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. 100 mg of the title compound were obtained. LC-MS rt: 0.90 min [M+H]+: 264.2 (met. b)

Workup

  1. stirringstirred at RT for 1 h
  2. waitSubsequently, the mixture was left
  3. waitto stand overnight
  4. stirringstirred again at 55° C. for 7.5 h
  5. extractionextracted three times with dichloromethane
  6. dry with materialThe combined organic phases were dried over sodium sulfate
  7. filtrationafter the desiccant had been filtered off
  8. customdried under reduced pressure

Sources & evidence

ORD record
ord-bbe50ae619924beea9e78896d82d17fc
Source dataset
uspto-grants-2015_07
Patent number
US09079906B2

Reaction notes

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