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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 657861Generated: November 1, 2026

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

https://huagongshe.com/reaction/657861

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantCyclopropanemethanolHCID 75644—
Reactant6-Chloro-8-methyl-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine hydrobromideHCID 86650796—
SolventDimethylformamideHCID 6228—
Product6-Cyclopropylmethoxy-8-methyl-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamineHCID 58045887—

Reaction Conditions

Temperature50 °C

Reaction Steps

Cyclopropylmethanol (2.99 ml) was initially charged in DMF (30 ml), admixed under argon with sodium hydride (907 mg) and stirred at 50° C. for 1 h. Subsequently, 6-chloro-8-methyl-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine hydrobromide (W2.002; 2.0 g) were dissolved in DMF (30 ml) and one equivalent of the alkoxide solution was added. After stirring at 50° C. for one hour, two further equivalents of alkoxide solution were added and the mixture was stirred further at 50° C. The reaction mixture was then dried and purified using silica gel (80 g cartridge, dichloromethane/methanol gradient of 0-10% in 40 min). 620 mg of the title compound were obtained. LC-MS rt: 0.57 min [M+H]+: 220.1 (met. b)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08076336B2
Source datasetuspto-grants-2011_12
ORD IDord-ba033cc4e6c140c1914b60865066082e
Source noteuspto-grants-2011_12