HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isobutanol → 1-(6-isobutoxy-2-methoxypyridin-3-yl)-N-(pyrimidin-4-yl)isoquinoline-6-sulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isobutanol | HCID 6560 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1-(6-fluoro-2-methoxypyridin-3-yl)-N-(pyrimidin-4-yl)isoquinoline-6-sulfonamide | HCID 86687684 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-(6-isobutoxy-2-methoxypyridin-3-yl)-N-(pyrimidin-4-yl)isoquinoline-6-sulfonamide | HCID 86687686 | 40,404% |
Reaction Steps
To a ice cold solution of 2-methylpropan-1-ol (110 mg, 1.483 mmol) in DMF (1483 μl) was added sodium hydride (59.3 mg, 1.483 mmol) under nitrogen and stirred for 10 min to this was then added a solution of 1-(6-fluoro-2-methoxypyridin-3-yl)-N-(pyrimidin-4-yl)isoquinoline-6-sulfonamide (122 mg, 0.297 mmol) in DMF (1483 μl) and stirred for 16 h slowly raising the temperature to ambient temperature. The reaction mixture was quenched with MeOH, concentrated and purified via reverse phase HPLC (0.1% NH4OH in ACN and water as mobile phase) to obtain 1-(6-isobutoxy-2-methoxypyridin-3-yl)-N-(pyrimidin-4-yl)isoquinoline-6-sulfonamide as light yellow solid (56 mg, 120 mmol, 41% yield). m/z (ESI) 466.2 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09012443B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-ed65300c380a4e6c81ad82a11ac5cfec |
| Source note | uspto-grants-2015_04 |