HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isopropylamine → 8-bromo-7-fluoro-N-isopropyl-3-methylquinoxalin-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isopropylamine | HCID 6363 | — |
| Reactant | 8-bromo-N-(tert-butyl)-7-fluoro-3-methylquinoxalin-2-amine | HCID 89781934 | — |
| Reactant | 8-bromo-7-fluoro-3-methylquinoxalin-2(1H)-one | HCID 89784206 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 8-bromo-7-fluoro-N-isopropyl-3-methylquinoxalin-2-amine | HCID 89782122 | 91% |
Reaction Steps
This compound (594 mg, 1.99 mmol, 91% yield) as an orange crystalline solid was prepared according to the procedure described for Intermediate 605a, using 5-bromo-3-chloro-6-fluoro-2-methylquinoxaline (600) (600 mg, 2.17 mmol) and isopropylamine (0.94 mL, 10.9 mmol) in DMSO (5.0 mL) as the starting materials. 1H NMR (400 MHz, CDCl3) δ ppm 7.73 (1H, dd, J=9.0, 5.9 Hz), 7.15 (1H, t, J=8.6 Hz), 4.68-4.82 (1H, m), 4.52 (1H, dq, J=13.2, 6.5 Hz), 2.53 (3H, s), 1.39 (6H, d, J=6.5 Hz). 19F NMR (376 MHz, CDCl3) δ ppm −103.43 (1F, s). m/z (ESI, +ve ion) 298.5/300.6 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09394297B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-1a1ed3017c034e8aac0475ea7528448b |
| Source note | uspto-grants-2016_07 |