HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 2-(4-Isopropyl-thiazol-2-yl)-6-methoxy-4-(4-methoxy-benzyloxy)-8-methyl-quinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Isopropyl-2-(tributylstannyl)thiazole | HCID 57578754 | — |
| Reactant | 2-Chloro-6-methoxy-4-(4-methoxybenzyloxy)-8-methyl-quinoline | HCID 86627751 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-(4-Isopropyl-thiazol-2-yl)-6-methoxy-4-(4-methoxy-benzyloxy)-8-methyl-quinoline | HCID 66650882 | 63% |
Reaction Steps
Compound 219 (100 mg, 0.29 mmol), compound 221f (242 mg, 0.35 mmol), and potassium carbonate (48 mg, 0.35 mmol) in degassed anhydrous DMF were stirred under microwave radiations at 80° C. for 1 hr. Solvent was removed under reduced pressure and the crude material was purified by chromatography on silica gel (Petroleum ether/DCM) to yield compound 222f as yellow powder in 63% yield. 1H NMR (CDCl3, 400 MHz) δ 1.40 (s, 3H), 1.42 (s, 3H), 2.80 (s, 3H), 3.17-3.24 (m, 1H), 3.85 (s, 3H), 3.89 (s, 3H), 5.31 (s, 2H), 6.99 (d, J=9.10 Hz, 2H), 7.00 (s, 1H), 7.21 (m, 1H), 7.31 (d, J=2.93 Hz, 1H), 7.49 (d, J=9.10 Hz, 2H), 7.79 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09353100B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-e86a220ecbca4577988097076d53fdbe |
| Source note | uspto-grants-2016_05 |