Sodium ethoxide → HCID 58045848, compound

HRID 657877Notes

Reaction equation

HRID 657877 reaction equation
Cl[C:2]1[C:3]([CH2:13][CH3:14])=[C:4]([CH3:12])[C:5]2[N:6]([C:8]([NH2:11])=[N:9][N:10]=2)[N:7]=1.[O-:15][CH2:16][CH3:17].[Na+]>C(O)C>[CH2:16]([O:15][C:2]1[C:3]([CH2:13][CH3:14])=[C:4]([CH3:12])[C:5]2[N:6]([C:8]([NH2:11])=[N:9][N:10]=2)[N:7]=1)[CH3:17]

Participants

4

Reactant 2

HCID 2723922Sodium ethoxide2×HCID 58136934HCID 58136934, compound

Product 1

HCID 58045848HCID 58045848, compoundYield 97.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
55 °C

Procedure

6-Chloro-7-ethyl-8-methyl-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine (W2.007; 380 mg) was initially charged in ethanol (45 ml) at RT while stirring, admixed with sodium ethoxide (244 mg) and heated to 55° C. for 3 h. Then a further equivalent of sodium ethoxide was added and the mixture was stirred once again at 55° C. for 3 h. After leaving to stand over the weekend, the mixture was dried, and the residue was taken up with water and extracted three times with dichloromethane. The combined organic phases were dried over sodium sulfate, filtered and concentrated. 387 mg of the title compound were obtained.

Workup

  1. stirringthe mixture was stirred once again at 55° C. for 3 h
  2. customAfter leaving
  3. customthe mixture was dried
  4. extractionextracted three times with dichloromethane
  5. dry with materialThe combined organic phases were dried over sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-d8a6d9a127f54ad893e759c81d4fb5d9
Source dataset
uspto-grants-2011_12
Patent number
US08076336B2

Reaction notes

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