Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 59375368 | HCID 59375368 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59375694 | HCID 59375694 | — |
Reaction Steps
To a stirred solution of 1-butoxy-9-fluoro-6-isopropylbenzo[c]-1,6-naphthyridine (33 mg, 0.11 mmol) in tetrahydrofuran (1.0 ml) was added 6N HCl (1.0 ml). The reaction mixture was stirred at 100° C. for 2 h, and then cooled to room temperature. The yellow precipitate was collected by vacuum filtration (rinsing the filter cake with THF) to afford 9-fluoro-6-isopropylbenzo[c]-1,6-naphthyridin-1(2H)-one (HCl salt). 1H NMR (500 MHz, DMSO-D6) δ 11.89 (br s, 1H), 9.76 (dd, 1H), 8.59 (dd, 1H), 7.63 (dt, 1H), 7.59 (t, 11-1), 6.79 (d, 1H), 6.33 (br peak, HCL/H2O), 4.09 (septet, 1H), 1.37 (d, 6H). LRMS (ESI) calc'd for (C15H13FN2O) [M+H]+, 257.1; found 257.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08329722B2 |
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| Source dataset | uspto-grants-2012_12 |
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| ORD ID | ord-f5a729657a4e42d09ab015ceffd5c6bf |
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| Source note | uspto-grants-2012_12 |
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