HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → 2-(4-Chloro-7-methoxy-8-methylquinolin-2-yl)-4-isopropylthiazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | 2-(4-Isopropylthiazol-2-YL)-7-methoxy-8-methylquinolin-4-OL | HCID 178487692 | — |
| Product | 2-(4-Chloro-7-methoxy-8-methylquinolin-2-yl)-4-isopropylthiazole | HCID 51358651 | 96% |
Reaction Steps
2-(4-Isopropyl-thiazol-2-yl)-7-methoxy-8-methyl-quinolin-4-ol (526 mg, 1.67 mmol) was taken up in POCl3 (4.0 mL) and placed in a 85° C. oil bath. The reaction was monitored by LC/MS and determined to be complete after 40 min. The reaction was cooled to rt, and poured into ice water. Adjust pH=10 with 10N NaOH. The mixture was extracted with CH2Cl2, dried with Na2SO4, filtered and was concentrated to afford analytically clean 4-chloro-2-(4-isopropyl-thiazol-2-yl)-7-methoxy-8-methyl-quinoline (532 mg, 96%) as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08927484B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-bf26c1995f2f467f8b866d34da48998d |
| Source note | uspto-grants-2015_01 |