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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1940004Generated: October 30, 2026

1H-Indazole → HCID 53747324, compound

https://huagongshe.com/reaction/1940004

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1H-IndazoleHCID 9221—
ReactantPotassium CarbonateHCID 11430—
Reactant3-Iodo-7-methoxy-4H-1-benzopyran-4-oneHCID 848817—
SolventDimethylformamideHCID 6228—
ProductHCID 53747324HCID 5374732427.7%

Reaction Steps

A mixture of 7-methoxy-3-iodochromone (151 mg) prepared in Example 21, indazole (236 mg), potassium carbonate (1382 mg), and dimethylformamide (15 ml) was reacted at 80° C. for 2 hours with stirring. The reaction mixture was added to ice water and extracted from chloroform. The organic layer was dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by the silica gel column chromatography, and recrystallized from benzene/hexane to give the titled compound (40.5 mg; yield=27.6%) as golden crystals. Melting point: 218°-220° C. 1H-NMR(CDCl3, δ ppm): 3.97 (s, 3H, CH3O), 6.83 (s, 1H, H3), 8.16 (dd, 1H, H5), 7.02 (s, 1H, H6), 7.01 (s, 1H, H8), 8.27 (s, H3'), 7.36 (d, 1H, H4'), 7.06 (d, 1H, H5'), 7.80 (d, 1H, H6').

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05698575
Source datasetuspto-grants-1997_12
ORD IDord-28bfa457bb134ba38cda816ea3860c02
Source noteuspto-grants-1997_12