Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1H-Indazole | HCID 9221 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-Iodo-7-methoxy-4H-1-benzopyran-4-one | HCID 848817 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 53747324 | HCID 53747324 | 27.7% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05698575 |
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| Source dataset | uspto-grants-1997_12 |
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| ORD ID | ord-28bfa457bb134ba38cda816ea3860c02 |
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| Source note | uspto-grants-1997_12 |
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