Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium formate | HCID 2723923 | — |
| Reactant | HCID 68648952 | HCID 68648952 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 69809571 | HCID 69809571 | 20.1% |
Reaction Steps
2-Benzylamino-5H-benzo[c][1,8]naphthyridin-6-one (100 mg, 0.33 mmol), ammonium formate (209 mg, 3.30 mmol), and palladium/carbon (200 mg, 10% weight) were suspended in MeOH (6 mL) and stirred overnight at 60° C. The reaction mixture was filtered through celite, and the celite was washed with methanol. The filtrate was concentrated, and the crude product was purified via prep-LC-MS to provide 19 (10 mg, 14% yield) as a yellow solid. LC-MS (M+H=212, obsd.=212). 1H NMR (400 MHz, d6-DMSO): δ 11.63 (s, 1H), 8.31 (d, 1H), 8.28 (d, 1H), 7.96 (d, 1H), 7.85 (m, 2H), 7.64 (t, 1H), 7.31 (m, 1H), 7.24 (m, 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-cb021b3fef574e74bc4e06acbf4b73c9 |
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| Source note | uspto-grants-2014_05 |
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