HuagongsheHuagongshe Chemistry Print Report · For research reference only
(4-Methyl-pyridin-2-yl)-(6-oxazol-5-yl-pyridin-2-yl)-amine → N-(2-Hydroxy-ethyl)-N-methyl-3-{5-[6-(4-methyl-pyridin-2-ylamino)-pyridin-2-yl]-oxazol-2-yl}-benzenesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (4-Methyl-pyridin-2-yl)-(6-oxazol-5-yl-pyridin-2-yl)-amine | HCID 53311228 | — |
| Reactant | 3-bromo-N-(2-hydroxy-ethyl)-N-methyl-benzenesulfonamide | HCID 60960340 | — |
| 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 | N-(2-Hydroxy-ethyl)-N-methyl-3-{5-[6-(4-methyl-pyridin-2-ylamino)-pyridin-2-yl]-oxazol-2-yl}-benzenesulfonamide | HCID 53312331 | 24% |
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-bromo-N-(2-hydroxy-ethyl)-N-methyl-benzenesulfonamide, Pd(PPh3)4, LiOtBu and anhydrous 1,4-dioxane to afford the title compound as a pale yellow solid (24%). 1H NMR (400 MHz, CDCl3) δ 9.81 (s, 1H), 8.45-8.34 (m, 2H), 8.12 (d, J=5.0 Hz, 1H), 8.01-7.77 (m, 5H), 7.66 (d, J=8.4 Hz, 1H), 7.46 (d, J=7.4 Hz, 1H), 6.79 (d, J=5.0 Hz, 1H), 4.83 (t, J=5.5 Hz, 1H), 3.55 (q, J=5.8 Hz, 2H), 3.11 (t, J=5.9 Hz, 2H), 2.81 (d, J=8.0 Hz, 3H), 2.36 (s, 3H). (ESI+) m/z 466 (M+H)+. Retention time=2.45 mins (method 1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08962665B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-d726722347914c1aa9873644ad4bf0ac |
| Source note | uspto-grants-2015_02 |