HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 7-Fluoro-4-methoxyisoquinolin-1-OL
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Methanesulfonic Acid | HCID 6395 | — |
| Reactant | 7-Fluoro-1,2-dihydroisoquinolin-1-one | HCID 22250122 | — |
| Product | 7-Fluoro-4-methoxyisoquinolin-1-OL | HCID 22250231 | 84% |
Reaction Steps
To a solution of 7-fluoroisoquinolin-1(2H)-one (11 g, 67.4 mmol) in methanol was added iodozobenzenediacetate (21.7 g, 67.4 mmol) followed by methane sulphonic acid (7.78 g, 81 mmol) at room temperature. The reaction mass was heated at reflux for 3 h. The solvent was evaporated and the residue was diluted with cold water. The precipitated solid was filtered and washed with water to get crude compound (11 g, 84%) as light red color solid. 1H NMR (400 MHz, CD3OD): δ ppm 8.06-8.04 (m, 1H), 7.96-7.93 (m, 1H), 7.62-7.54 (m, 2H), 6.74 (s, 1H), 3.89 (s, 3H); MS: MS m/z 194.1 (M++1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08957203B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-fe286dd974444eccad29fbf2aa887c13 |
| Source note | uspto-grants-2015_02 |