Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Isopropanol | HCID 3776 | — |
| Reactant | 3-Chloro-4-fluoroaniline | HCID 9708 | — |
| Reactant | HCID 58168160 | HCID 58168160 | — |
| Product | HCID 58167981 | HCID 58167981 | 63% |
Reaction Steps
6,9-Dichloro-benzo[c][1,8]naphthyridine (20 mg, 0.08 mmol), and 3-chloro-4-fluoroaniline (24 mg, 0.16 mmol) were suspended in isopropanol (2 mL) and stirred overnight at 120° C. The reaction solution was cooled to room temperature, and the resulting precipitate was filtered, washed with isopropanol, and dried under vacuum to provide 57 (18 mg, 63% yield) as a yellow solid. LC-MS (M+H=358, obsd.=358). 1H NMR (400 MHz, d6-DMSO): δ 10.75 (s, 1H), 9.63 (dd, 1H), 9.07 (d, 1H), 8.99 (d, 1H), 8.86 (dd, 1H), 8.33 (dd, 1H), 8.09 (dd, 1H), 8.04 (m, 1H), 7.80 (dd, 1H), 7.52 (t, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08735584B2 |
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| Source dataset | uspto-grants-2014_05 |
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| ORD ID | ord-9a07a889a75f41138403fd30f7ae09ac |
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| Source note | uspto-grants-2014_05 |
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