HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanolamine → 7-[(4-fluorophenyl)methyl]-4-hydroxy-N-(2-hydroxyethyl)-2-oxo-1-(2,2,2-trifluoroethyl)-1,2-dihydro-1,5-naphthyridine-3-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanolamine | HCID 700 | — |
| Reactant | HCID 69482202 | HCID 69482202 | — |
| Product | 7-[(4-fluorophenyl)methyl]-4-hydroxy-N-(2-hydroxyethyl)-2-oxo-1-(2,2,2-trifluoroethyl)-1,2-dihydro-1,5-naphthyridine-3-carboxamide | HCID 69481539 | 29% |
Reaction Steps
In a similar manner to that described in example 196, from ethyl 7-[(4-fluorophenyl)methyl]-4-hydroxy-2-oxo-1-(2,2,2-trifluoroethyl)-1,2-dihydro-1,5-naphthyridine-3-carboxylate (10 mg, 0.024mmol) and 2-aminoethanol (0.05 mL) was prepared 7-[(4-fluorophenyl)methyl]-4-hydroxy-N-(2-hydroxyethyl)-2-oxo-1-(2,2,2-trifluoroethyl)-1,2-dihydro-1,5-naphthyridine-3-carboxamide (3 mg, 29% yield) as a white solid after purification by reverse phase HPLC. 1H NMR (methanol-d4/CDCl3) δ 8.53 (s, 1 H), 7.42 (s, 1 H), 7.13-7.09 (m, 2 H), 7.00-6.96 (m, 2 H), 4.85 (br s, 2 H), 4.10 (s, 2 H), 3.74 (m, 2 H), 3.55 (m, 2 H); MS m/z 440 M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08691991B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-245b0fa9200942638bf7fac34cee4026 |
| Source note | uspto-grants-2014_04 |