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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1054418Generated: October 25, 2026

Potassium Phosphate, Tribasic → 2-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-3-methoxy-6-nitro-pyridine

https://huagongshe.com/reaction/1054418

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant(2,3-Dihydro-1,4-benzodioxin-6-yl)boronic acidHCID 2776178—
Reactant2-Bromo-3-methoxy-6-nitropyridineHCID 12692873—
ReactantN,N-Dimethylacetamide--water (1/1)HCID 21534740—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Product2-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-3-methoxy-6-nitro-pyridineHCID 59589627—

Reaction Conditions

Temperature150 °C

Reaction Steps

2-Bromo-3-methoxy-6-nitro-pyridine (0.5 g, 2.14 mmol), 1,4-benzodioxane-6-boronic acid (0.5 g, 2.79 mmol) and a mixture of dimethylacetamide/water (10 mL/3 mL) were added to a microwave tube containing potassium phosphate (0.91 g, 4.29 mmol) and palladium tetrakistriphenylphosphine (0.4 g, 0.2 mmol) and the reaction was heated to 150° C. for 10 min. The solution was added in a separating funnel and water and ethyl acetate were added. The organic layer was separated and the aqueous was extracted again with ethyl acetate. The combined organics were washed with water (*2) then brine, dried over magnesium sulphate and concentrated in vacuo. The crude was used without further purification (0.48 g, 77%). LCMS Method: 2: RT: 4.41 min, MI: 289 [M+1].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09394301B2
Source datasetuspto-grants-2016_07
ORD IDord-5ac1729f0c864c2ea9c736d6e42a8af6
Source noteuspto-grants-2016_07