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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 217678Generated: October 26, 2026

Dimethylformamide → N6,n6-diethyl-8-methyl-1,2,4-triazolo[4,3-b]pyridazine-3,6-diamine

https://huagongshe.com/reaction/217678

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantDiethylamineHCID 8021—
Reactant6-Chloro-8-methyl-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine hydrobromideHCID 86650796—
SolventWaterHCID 962—
ProductN6,n6-diethyl-8-methyl-1,2,4-triazolo[4,3-b]pyridazine-3,6-diamineHCID 58136920—

Reaction Steps

6-Chloro-8-methyl-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine hydrobromide (W2.002; 250 mg) was dissolved in abs. DMF (2 ml) and admixed with diethylamine (7 ml). Thereafter, the reaction mixture was placed into a heating block at 80° C. with stirring for 11 days. The solvent was then drawn off and the residue was admixed with a little water and extracted three times with dichloromethane. The combined organic phases were dried over sodium sulfate, filtered and concentrated. The residue was purified by means of preparative HPLC (met. A), and the clean product fractions were combined, freed of the acetonitrile under reduced pressure, alkalized with saturated potassium carbonate solution and extracted repeatedly with dichloromethane. The combined organic phases were dried over sodium sulfate, filtered and concentrated. 100 mg of the title compound were obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08198272B2
Source datasetuspto-grants-2012_06
ORD IDord-3a65638af6fd48d88d2ea7b7ca94b982
Source noteuspto-grants-2012_06