HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → HCID 11710921, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-(Chloromethyl)quinoline | HCID 20394 | — |
| Reactant | HCID 135988008 | HCID 135988008 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 11710921 | HCID 11710921 | 40% |
Reaction Steps
To a solution of 4-(2-methyl-5-(pyridin-4-yl)oxazol-4-yl)phenol (21 mg, 0.083 mmol) in 2.5 mL of dry DMF was added Cs2CO3 (54 mg, 0.17 mmol). After stirring for 0.5 h, 2- (chloromethyl)quinoline (17.8 mg, 0.100 mmol) was added and the mixture was stirred at 85° C. for 12 h. After removal of the DMF under vacuum, the residue was purified by PTLC (1:2 hexane/EtOAc) to give 13 mg (40%) of the title compound as a pale yellow solid. 1H NMR (400 MHz, CDCl3) δ: 2.54 (s, 3H), 5.41 (s, 2H), 7.06 (m, 2H), 7.41 (m, 2H), 7.53 (m, 3H), 7.68 (d, 1H), 7.80 (t, 1H), 7.83 (d, 1H), 8.05 (d, 1H), 8.20 (d, 1H), 8.53 (m, 2H). MS m/z: 394 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07429665B2 |
| Source dataset | uspto-grants-2008_09 |
| ORD ID | ord-0929307988c04bb29610fc6dda140341 |
| Source note | uspto-grants-2008_09 |