Water → HCID 58045840, compound

HRID 1524474Notes

Reaction equation

HRID 1524474 reaction equation
Cl[C:2]1[CH:3]=[C:4]([CH:12]2[CH2:14][CH2:13]2)[C:5]2[N:6]([C:8]([NH2:11])=[N:9][N:10]=2)[N:7]=1.[O-:15][CH2:16][CH3:17].[Na+].O>C(O)C>[CH:12]1([C:4]2[C:5]3[N:6]([C:8]([NH2:11])=[N:9][N:10]=3)[N:7]=[C:2]([O:15][CH2:16][CH3:17])[CH:3]=2)[CH2:14][CH2:13]1

Participants

5

Reactant 3

HCID 962WaterHCID 2723922Sodium ethoxideHCID 58045879HCID 58045879, compound

Product 1

HCID 58045840HCID 58045840, compoundYield 113%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

6-Chloro-8-cyclopropyl-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine (W2.010, 77 mg) was initially charged in ethanol (10 ml) while stirring at RT and admixed with sodium ethoxide (67 mg). After stirring for 4.5 h, the mixture was left to stand overnight and then the solvent was 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. 91 mg of the title compound were obtained.

Workup

  1. stirringAfter stirring for 4.5 h
  2. waitthe mixture was left
  3. extractionextracted three times with dichloromethane
  4. dry with materialThe combined organic phases were dried over sodium sulfate
  5. filtrationafter the desiccant had been filtered off
  6. customdried under reduced pressure

Sources & evidence

ORD record
ord-2245d5fbe3be4e759a7bee34eb3f6841
Source dataset
uspto-grants-2015_07
Patent number
US09079906B2

Reaction notes

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