HuagongsheHuagongshe Chemistry Print Report · For research reference only
6-Aminoquinoline → 2-chloro-5-fluoro-N4-(quinolin-6-yl)-4-pyrimidineamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 6-Aminoquinoline | HCID 11373 | — |
| Reactant | 2,4-Dichloro-5-fluoropyrimidine | HCID 250705 | — |
| Product | 2-chloro-5-fluoro-N4-(quinolin-6-yl)-4-pyrimidineamine | HCID 22060531 | — |
Reaction Steps
In like manner to the preparation of 2-chloro-5-fluoro-N4-[3-(1H-tetrazol-5-yl)phenyl]-4-pyrimidineamine the reaction of 2,4-dichloro-5-fluoropyrimidine with 6-aminoquinoline gave 2-chloro-5-fluoro-N4-(quinolin-6-yl)-4-pyrimidineamine. 1H NMR (CDCl3): δ 8.02 (dd, 1H, J=2.7 Hz), 8.00 (dd, 1H, J=2.4 Hz), 7.73 (d, 1H, J=9 Hz), 7.68 (dd, 1H, J=2.4 and 8.7 Hz), 7.28 (t, 1H, J=10.5 Hz), 6.42 (d, 1H, J=9.3 Hz); 19F NMR (CDCl3): −44344; LCMS: purity: 91%; MS (m/e): 292 (M+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08822685B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-8944f5bf18b64a87b4967811bb6c3595 |
| Source note | uspto-grants-2014_09 |