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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1472870Generated: October 30, 2026

Dimethylacetamide → 5-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-7-methyl-[1,2,4]triazolo[1,5-a]pyridin-2-ylamine

https://huagongshe.com/reaction/1472870

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylacetamideHCID 31374—
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant(2,3-Dihydro-1,4-benzodioxin-6-yl)boronic acidHCID 2776178—
Reactant5-Bromo-7-methyl-[1,2,4]triazolo[1,5-a]pyridin-2-amineHCID 59589685—
SolventWaterHCID 962—
Product5-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-7-methyl-[1,2,4]triazolo[1,5-a]pyridin-2-ylamineHCID 59589535—

Reaction Conditions

Temperature150 °C

Reaction Steps

5-Bromo-7-methyl-[1,2,4]triazolo[1,5-a]pyridin-2-ylamine (0.19 g, 0.84 mmol), 1,4-benzodioxane-6-boronic acid (0.18 g, 1.00 mmol), palladium(tetrakis)triphenylphosphine (97 mg, 0.084 mmol), potassium phosphate (0.36 g, 1.67 mmol), dimethylacetamide (3 ml) and water (1 ml) were added to a microwave vial containing a stirrer bar. The reaction was heated to 150° C. for 10 min. Water was added to the reaction mixture and the product extracted into ethyl acetate (×2). The organics were combined, washed several times with brine, dried over anhydrous magnesium sulfate, filtered and concentrated in vacuo. The residue was triturated with diethyl ether and collected by filtration to give the desired product. LCMS RT: 2.82 min, MI: 283.17, Method: 2

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09012633B2
Source datasetuspto-grants-2015_04
ORD IDord-0a21cf6c0a834977846ae4400e3ce2bb
Source noteuspto-grants-2015_04