HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-[2-[N-ethyl-N-[2-(2-fluoropyridin-3-yloxy)ethyl]amino]ethyl]-6-iodoquinoxaline-2-carboxamide → N-[2-[N-ethyl-N-[2-[[(2-fluoropyridin-4-yl)carbonyl]amino]ethyl]amino]ethyl]-6-iodoquinoxaline-2-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-[2-[N-ethyl-N-[2-(2-fluoropyridin-3-yloxy)ethyl]amino]ethyl]-6-iodoquinoxaline-2-carboxamide | HCID 44194028 | — |
| Reactant | 2-aminoethyl-N-ethyl-N-[2-[[(2-fluoropyridin-4-yl)carbonyl]amino]ethyl]amine | HCID 52951950 | — |
| Product | N-[2-[N-ethyl-N-[2-[[(2-fluoropyridin-4-yl)carbonyl]amino]ethyl]amino]ethyl]-6-iodoquinoxaline-2-carboxamide | HCID 44183723 | 63% |
Reaction Steps
This compound was prepared, starting from compound 38 (0.26 g, 1.02 mmol), according to the procedure developed for compound 10. Reaction time under reflux: 24 h; the purification was performed using column chromatography (Al2O3, CH2Cl2/EtOH, 98/2, v/v) to give compound 39 (236 mg, 0.45 mmol) as a beige solid. Yield 63%; Rf (Al2O3, CH2Cl2/EtOH, 98/2, v/v) 0.50; mp 146-148° C.; IR (KBr) ν 1524, 1542, 1662, 2800-3000, 3335, 3388 cm−1; 1H NMR (200 MHz, CDCl3) δ 1.02 (t, 3H, J=7.1 Hz), 2.65 (q, 2H, J=7.1 Hz), 2.79 (m, 4H), 3.59 (m, 4H), 7.33 (s, 1H), 7.52 (d, 1H, J=5.1 Hz), 7.64 (d, 2H, J=8.8 Hz), 8.01 (dd, 1H, J=1.7, 8.8 Hz), 8.14 (d, 1H, J=5.1 Hz), 8.22 (m, 1H), 8.55 (d, 1H, J=1.7 Hz), 9.48 (s, 1H); ESI-MS m/z 537.0 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09125937B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-31746825a9c54f3eb90d5b73cf43e241 |
| Source note | uspto-grants-2015_09 |