HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 137231113, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Choline, hydroxide | HCID 31255 | — |
| Reactant | HCID 136183528 | HCID 136183528 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 137231113 | HCID 137231113 | 63.5% |
Reaction Steps
To a suspension of 7-chloro-6-(4-(dimethylamino)phenyl)-4-hydroxy-3-(3-methylisoxazol-5-yl) quinolin-2(1H)-one (Example 42) (1.5 g, 3.79 mmol) in methanol (8 mL) was added choline hydroxide 46% wt in water (1.997 g, 7.58 mmol). The reaction mixture was stirred at room temperature overnight. The reaction mixture was filtered, washed with methanol and dried. The resulting solid was recrystallized with acetonitrile to give the title compound 7-chloro-6-(4-(dimethylamino)phenyl)-3-(3-methylisoxazol-5-yl)-2-oxo-1,2-dihydroquinolin-4-olate, N-2-hydroxyethyl-N,N-dimethylmethanaminium salt (1.2 g, 2.40 mmol, 63.5% yield) as off-white solid. LCMS: (M+H)+=396; Rt=2.39 min. HRMS: calculated for C21H19ClN3O3 (M+H)+: 396.1115. found: 396.1092.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09061998B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-71a6b0fa65ae4bb2b29fdae05a0e322f |
| Source note | uspto-grants-2015_06 |