HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → {6-[2-(2-Methoxy-pyridin-3-yl)-oxazol-5-yl]-pyridin-2-yl}-(4-methyl-pyridin-2-yl)-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (2-Methoxypyridin-3-yl)boronic acid | HCID 2762709 | — |
| Reactant | HCID 53311312 | HCID 53311312 | — |
| Reactant | (4-Methyl-pyridin-2-yl)-[6-(2-phenyl-oxazol-5-yl)-pyridin-2-yl]-amine | HCID 67323426 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | {6-[2-(2-Methoxy-pyridin-3-yl)-oxazol-5-yl]-pyridin-2-yl}-(4-methyl-pyridin-2-yl)-amine | HCID 53312248 | — |
Reaction Steps
Prepared as for (4-methyl-pyridin-2-yl)-[6-(2-phenyl-oxazol-5-yl)-pyridin-2-yl]-amine above using [6-(2-iodo-oxazol-5-yl)-pyridin-2-yl]-(4-methyl-pyridin-2-yl)-amine, 2-methoxy-pyridine-3-boronic acid, K2CO3 and Pd(PPh3)4 in a 2:1 mixture by volume of THF and water to give {6-[2-(2-methoxy-pyridin-3-yl)-oxazol-5-yl]-pyridin-2-yl}-(4-methyl-pyridin-2-yl)-amine as a yellow solid. 1-1 NMR (400 MHz, DMSO-d6) δ 9.76 (s, 1H), 8.46-8.31 (m, 2H), 8.12 (d, J=5.0 Hz, 1H), 7.87-7.82 (m, 2H), 7.82-7.75 (m, 1H), 7.63 (d, J=8.4 Hz, 1H), 7.34 (d, J=7.3 Hz, 1H), 7.21 (dd, J=7.5, 5.0 Hz, 1H), 6.78 (d, J=5.0 Hz, 1H), 4.04 (s, 3H), 2.33 (s, 3H). (ESI+) m/z 360 (M+H)+. Retention time=2.54 mins (method 1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08962665B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-195c237b9b7b46ecb3692c29c31a730d |
| Source note | uspto-grants-2015_02 |