Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Bromothiazole | HCID 76430 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | HCID 117701633 | HCID 117701633 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 71668250 | HCID 71668250 | 27% |
Reaction Steps
A solution of 7-hydroxy-3,8-dimethyl-2-(piperidin-4-yl)-4H-chromen-4-one (68 mg, 0.25 mmol) obtained in Example 7-2, 2-bromothiazole (45 μL, 0.28 mmol), and 1,8-diazabicyclo[5.4.0]undec-7-ene (56 μL, 0.38 mmol) in N-methylpyrrolidone (0.2 mL) was heated with stirring at 140° C. for 12 hours. The reaction solution was allowed to cool and then purified by silica gel column chromatography (chloroform/methanol=100/0→95/5) to obtain 24 mg of the title compound (yield: 27%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09221811B2 |
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| Source dataset | uspto-grants-2015_12 |
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| ORD ID | ord-c9680c9323884a1a943bf5e53a91cb7b |
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| Source note | uspto-grants-2015_12 |
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