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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2205726Generated: October 27, 2026

Dimethylformamide → 3-Isopropyl-6-(2-methyl-4-(trifluoromethoxy)phenyl)-[1,2,4]triazolo[4,3-b]pyridazine

https://huagongshe.com/reaction/2205726

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium CarbonateHCID 10340—
Reactant6-Chloro-3-(propan-2-yl)-[1,2,4]triazolo[4,3-b]pyridazineHCID 39732405—
Reactant2-Methyl-4-(trifluoromethoxy)benzeneboronic acidHCID 44717686—
CatalystHCID 178418397HCID 178418397—
SolventEthyl AcetateHCID 8857—
Product3-Isopropyl-6-(2-methyl-4-(trifluoromethoxy)phenyl)-[1,2,4]triazolo[4,3-b]pyridazineHCID 50905754—

Reaction Steps

To a microwave reaction tube was added 6-chloro-3-isopropyl-[1,2,4]triazolo[4,3-b]pyridazine prepared as described in Step 1 above (1.28 mmole), 2-methyl-4-(trifluoromethoxy)phenylboronic acid (1.40 mmole), tetrakis(triphenylphosphine)palladium (0.064 mmole), 2M Na2CO3 (1 mL), and DMF (3 mL). The resulting reaction mixture was heated in the microwave at 130 C for 10 min. The reaction mixture was diluted with ethyl acetate and filtered through celite. The filtrate was washed with water. The organic extract was dried over Na2SO4 and evaporated in vacuo. The crude residue was purified by preparative HPLC to afford 3-isopropyl-6-(2-methyl-4-(trifluoromethoxy)phenyl)-[1,2,4]triazolo[4,3-b]pyridazine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09371329B2
Source datasetuspto-grants-2016_06
ORD IDord-5dd589857e5448d2b6b986fbd0255dfa
Source noteuspto-grants-2016_06