HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-(2-aminoethyl)-N-methylmethanesulfonamide → 7-[(4-Fluorophenyl)methyl]-4-hydroxy-N-{2-[methyl(methylsulfonyl)amino]ethyl}-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-(2-aminoethyl)-N-methylmethanesulfonamide | HCID 28707509 | — |
| Reactant | Ethyl 7-[(4-Fluorophenyl)methyl]-4-hydroxy-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxylate | HCID 54729997 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 7-[(4-Fluorophenyl)methyl]-4-hydroxy-N-{2-[methyl(methylsulfonyl)amino]ethyl}-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxamide | HCID 69482887 | — |
Reaction Steps
This compound was prepared from ethyl 7-[(4-fluorophenyl)methyl]-4-hydroxy-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxylate and N-(2-aminoethyl)-N-methylmethanesulfonamide employing methods similar to those described in Example 2 and using N,N-dimethylformamide as the reaction solvent. The product was obtained as an off-white solid: 1H NMR (d6-DMSO) δ 11.93 (1H, br s), 10.91 (1H, br s), 9.99 (1H, br s), 8.10 (1H, br s), 7.35-7.25 (3H, m), 7.18-7.08 (2H, m), 3.98 (2H, br s), 3.46 (2H, br s), 3.21 (2H, br s), 2.85 (3H, s), 2.81 (3H, s); HRMS calcd for C20H21FN4O5S+H+: 449.1295. Found 449.1292.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08691991B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-c6a2ef7fc91a4f3dbadf6e6f7aa0d971 |
| Source note | uspto-grants-2014_04 |