HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Bromopyridine → (4-Methyl-pyridin-2-yl)-[6-(2-pyridin-3-yl-oxazol-5-yl)-pyridin-2-yl]-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Bromopyridine | HCID 12286 | — |
| Reactant | (4-Methyl-pyridin-2-yl)-(6-oxazol-5-yl-pyridin-2-yl)-amine | HCID 53311228 | — |
| Reactant | 4-(2-{5-[6-(4-Methyl-pyridin-2-ylamino)-pyridin-2-yl]-oxazol-2-yl}-vinyl)-benzonitrile | HCID 67324068 | — |
| Reactant | HCID 178506942 | HCID 178506942 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | (4-Methyl-pyridin-2-yl)-[6-(2-pyridin-3-yl-oxazol-5-yl)-pyridin-2-yl]-amine | HCID 67325852 | 8% |
Reaction Steps
Prepared as for 4-(2-{5-[6-(4-methyl-pyridin-2-ylamino)-pyridin-2-yl]-oxazol-2-yl}-vinyl)-benzonitrile above using (4-methyl-pyridin-2-yl)-(6-oxazol-5-yl-pyridin-2-yl)-amine, 3-bromopyridine, Pd(PPh3)4, LiOtBu and anhydrous 1,4-dioxane to afford the title compound as a pale yellow solid (8%). 1H NMR (300 MHz, DMSO-d6) δ=9.81 (s, 1H), 9.31 (s, 1H), 8.76 (d, J=4.8 Hz, 1H), 8.46 (d, J=8.1 Hz, 1H), 8.12 (d, J=5.0 Hz, 1H), 7.91 (s, 2H), 7.84-7.76 (m, 1H), 7.69-7.52 (m, 2H), 7.45 (d, J=7.4 Hz, 1H), 6.79 (d, J=5.0 Hz, 1H), 2.36 (s, 3H). (ESI+) m/z 330 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08962665B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-604967d1f2ce480c8b1089d5314e7a94 |
| Source note | uspto-grants-2015_02 |