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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1484521Generated: October 30, 2026

Dimethylformamide → HCID 72703918, compound

https://huagongshe.com/reaction/1484521

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant3,3-Dimethyl-2,3-dihydro-1-benzofuran-4-olHCID 57411299—
Reactant4-(6-fluoro-5-methyl-3-pyridyl)-3-methyl-1H-1,2,4-triazol-5-oneHCID 72704332—
ProductHCID 72703918HCID 7270391811%

Reaction Conditions

Temperature110 °C

Reaction Steps

To a solution of 3,3-dimethyl-2H-benzofuran-4-ol (WO2012/076877 Intermediate 50, 30 mg, 0.18 mmol) in dry DMF (0.5 mL) dipotassium carbonate (50.5 mg, 0.365 mmol) and then 4-(6-fluoro-5-methyl-3-pyridyl)-3-methyl-1H-1,2,4-triazol-5-one (Intermediate 9, 38.0 mg, 0.18 mmol) were added and the reaction mixture was stirred for 16 hours at 110° C. The reaction was quenched with water (1 ml), diluted with brine (5 ml) and extracted with ethyl acetate (2×10 ml). The organic layer was dried (Na2SO4), filtered and evaporated and the residue was purified by flash chromatography (Biotage system) on silica gel using a SNAP 10 g as column and Dichloromethane/methanol from 99.5:0.5 to 95:5 as eluent affording the title compound (7 mg) as a yellow pale solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09422252B2
Source datasetuspto-grants-2016_08
ORD IDord-dff820d112e242dd850f6de74acf3000
Source noteuspto-grants-2016_08