Sodium ethoxide → 6-Ethoxy-8-methyl-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine

HRID 1524451Notes

Reaction equation

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

Participants

Conditions

Temperature: 60 °C

Procedure

6-Chloro-8-methyl-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine hydrobromide (W2.002; 2.5 g) were dissolved in ethanol (50 ml), admixed under argon with sodium ethoxide (3.86 g) and stirred at 60° C. for 1 h. Then the mixture was dried and the residue was purified using a 40 g silica gel cartridge (0-20% dichloromethane-ethanol gradient in 40 min). The clean product fractions were combined and dried. 1.76 g of the title compound were obtained.

Workup

customThen the mixture was dried
customthe residue was purified
customa 40 g silica gel cartridge (0-20% dichloromethane-ethanol gradient in 40 min)
customdried

Sources & evidence

ORD record: ord-1301e1d5a37540579d7735f678470329
Source dataset: uspto-grants-2015_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09079906B2

Reaction notes

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