Ethanol → HCID 58046035, compound

HRID 1524473Notes

Reaction equation

HRID 1524473 reaction equation
Cl[C:2]1[C:3]([CH3:14])=[C:4]([CH2:12][CH3:13])[C:5]2[N:6]([C:8]([NH2:11])=[N:9][N:10]=2)[N:7]=1.[CH2:15]([OH:17])[CH3:16].[O-]CC.[Na+]>O>[CH2:15]([O:17][C:2]1[C:3]([CH3:14])=[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 702EthanolHCID 2723922Sodium ethoxideHCID 58136793HCID 58136793, compound

Product 1

HCID 58046035HCID 58046035, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

6-Chloro-8-ethyl-7-methyl-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine (W2.008, 273 mg) was dissolved in abs. ethanol (20 ml) while stirring. Thereafter, the reaction mixture was admixed with sodium ethoxide (176 mg) and stirred at RT for 3.5 h. After standing over the weekend, 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. 230 mg of the title compound were obtained. LC-MS rt: 0.75 min [M+H]+: 222.2 (met. b)

Workup

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

Sources & evidence

ORD record
ord-e4bce99de72b4e0ab5e25c1d9ab47d97
Source dataset
uspto-grants-2015_07
Patent number
US09079906B2

Reaction notes

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