HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → sodium 1-ethyl-7-[(4-fluorophenyl)methyl]-3-({[(1S)-2-hydroxy-1-methylethyl]amino}carbonyl)-2-oxo-1,2-dihydro-1,5-naphthyridine-4-olate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 1-ethyl-7-[(4-fluorophenyl)methyl]-4-hydroxy-N-[(1S)-2-hydroxy-1-methylethyl]-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxamide | HCID 69480195 | — |
| Product | sodium 1-ethyl-7-[(4-fluorophenyl)methyl]-3-({[(1S)-2-hydroxy-1-methylethyl]amino}carbonyl)-2-oxo-1,2-dihydro-1,5-naphthyridine-4-olate | HCID 69480878 | 78% |
Reaction Steps
In manner similar to that described in example 474, from 1-ethyl-7-[(4-fluorophenyl)methyl]-4-hydroxy-N-[(1S)-2-hydroxy-1-methylethyl]-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxamide (757 mg, 1.90 mmol described in example 576) and 1 N sodium hydroxide (1.84 mL) was prepared sodium 1-ethyl-7-[(4-fluorophenyl)methyl]-3-({[(1S)-2-hydroxy-1-methylethyl]amino}carbonyl)-2-oxo-1,2-dihydro-1,5-naphthyridine-4-olate (626 mg, 78% yield) as a white solid. 1H NMR (DMSO-d6) δ 10.43 (d, J=7.2 Hz, 1 H), 8.14 (s, 1 H), 7.59 (s, 1 H), 7.33-7.29 (m, 2 H), 7.12-7.07 (m, 2 H), 4.83 (m, 1 H), 4.10-4.03 (m, 4 H), 3.91 (m, 1 H), 3.40 (m, 1 H), 3.25-3.22 (m, 2 H), 1.07-1.03 (m, 5 H); MS m/z 422 (M+23).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08691991B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-790d2d030e06491a94e08f2783fe01d2 |
| Source note | uspto-grants-2014_04 |