Sodium ethoxide → HCID 58136806, compound

HRID 217681Notes

Reaction equation

HRID 217681 reaction equation
[CH2:1]([N:3]([CH2:17][CH3:18])[C:4]([C:6]1[C:11](Cl)=[N:10][N:9]2[C:13]([NH2:16])=[N:14][N:15]=[C:8]2[CH:7]=1)=[O:5])[CH3:2].[O-:19][CH2:20][CH3:21].[Na+]>C(O)C>[CH2:1]([N:3]([CH2:17][CH3:18])[C:4]([C:6]1[C:11]([O:19][CH2:20][CH3:21])=[N:10][N:9]2[C:13]([NH2:16])=[N:14][N:15]=[C:8]2[CH:7]=1)=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 2723922Sodium ethoxideHCID 58136804HCID 58136804, compound

Product 1

HCID 58136806HCID 58136806, compoundYield 98.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

N,N-Diethyl-3-amino-6-chloro-[1,2,4]triazolo[4,3-b]pyridazine-7-carboxamide (W2.019, 50 mg) was initially charged in ethanol (5 ml) and admixed with sodium ethoxide (28 mg) while stirring. After stirring at RT for 7 h and leaving to stand overnight, the solvent was drawn off and the mixture was 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. 51 mg of the title compound were obtained. LC-MS rt: 1.00 min [M+H]+: 279.2 (met. b)

Workup

  1. stirringAfter stirring at RT for 7 h
  2. customleaving
  3. extractionthe mixture was extracted 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-f05ff5e38b4d407c99cbf32d36cc6ca3
Source dataset
uspto-grants-2012_06
Patent number
US08198272B2

Reaction notes

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