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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 527576Generated: October 31, 2026

Potassium Carbonate → 2-[(3-Methyl-1,3-dihydro-2-benzofuran-4-yl)oxy]-5-nitropyridine

https://huagongshe.com/reaction/527576

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-Chloro-5-nitropyridineHCID 78308—
Reactant3-Methyl-1,3-dihydro-2-benzofuran-4-olHCID 67960197—
SolventDimethylformamideHCID 6228—
Product2-[(3-Methyl-1,3-dihydro-2-benzofuran-4-yl)oxy]-5-nitropyridineHCID 6796064692.6%

Reaction Conditions

Temperature110 °C

Reaction Steps

In a microwave vial 3-methyl-1,3-dihydro-2-benzofuran-4-ol (Intermediate 98, 24 mg) was dissolved in N,N-dimethylformamide (1.5 ml) to give a pale yellow solution. 2-chloro-5-nitropyridine (24.07 mg, 0.152 mmol) and potassium carbonate (62.9 mg, 0.455 mmol) were added. The reaction vessel was sealed and heated in a microwave Biotage Initiator at 110° C. for 1 hour. After cooling, the reaction mixture was quenched with 5 ml of water and diluted with 25 ml of Et2O. The organic phase was washed with water (3×10 mL) and the phases were separated. The organic phase was passed through a phase separator cartridge and evaporated under vacuum to give the title compound (38.3 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09346790B2
Source datasetuspto-grants-2016_05
ORD IDord-d12719b541eb4e4b9fca4e98fed12218
Source noteuspto-grants-2016_05