Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | 2-Fluoro-5-(tributylstannyl)pyridine | HCID 16427100 | — |
| Reactant | HCID 86711373 | HCID 86711373 | — |
| Product | HCID 86711374 | HCID 86711374 | 39.2% |
Reaction Steps
94-10. To a degassed solution of 4-chloro-5,6,9,10,12,12a-hexahydro-[1,4]diazepino[1,7-h][1,7]naphthyridine-8,11-dione (66 mg, 0.25 mmol) and 2-fluoro-5-(tributylstannyl)pyridine (120 mg, 0.31 mmol) in dioxane (2 mL) Pd(PPh3)4 (15 mg, 0.012 mmol) was added and the mixture was heated in the microwave at 150° C. for 5 h. The solvent was removed under reduced pressure. The crude product was purified by flash-column chromatography over silicagel (Biotage Isolera Four, eluent: from 2% MeOH in AcOEt to 20% MeOH in AcOEt in 21 min) to yield the title compound as a beige solid (32 mg). UPLC-MS: MS 327.2 (M+H+); UPLC rt 0.58 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09284331B2 |
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| Source dataset | uspto-grants-2016_03 |
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| ORD ID | ord-42e66c3f3c454ee4b8e118d7c6655770 |
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| Source note | uspto-grants-2016_03 |
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