HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-Amino-1,2-dihydroquinolin-2-one → 5-{[4,4-Dimethyl-6-fluoro-2-hydroxy-5-methoxy-2-trifluoromethyl-1,2,3,4-tetrahydronaphthalen-1-yl]amino}-quinolin-2(1H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-Amino-1,2-dihydroquinolin-2-one | HCID 15719078 | — |
| Reactant | 4-(3-Fluoro-2-methoxyphenyl)-2-hydroxy-4-methyl-2-(trifluoromethyl)pentanal | HCID 17989086 | — |
| Catalyst | Titanium Tetrachloride | HCID 24193 | — |
| Product | 5-{[4,4-Dimethyl-6-fluoro-2-hydroxy-5-methoxy-2-trifluoromethyl-1,2,3,4-tetrahydronaphthalen-1-yl]amino}-quinolin-2(1H)-one | HCID 68680484 | 2.7% |
Reaction Steps
Analogously to Example 3, the corresponding imine is produced starting from 500 mg of 4-(3-fluoro-2-methoxyphenyl)-2-hydroxy-4-methyl-2-trifluoromethyl-pentanal and 260 mg of 5-aminoquinolin-2(1H)-one. By reaction of 80 mg of the imine with 0.5 ml of titanium tetrachloride (1 M in dichloromethane), 20 mg of the title compound is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07659297B2 |
| Source dataset | uspto-grants-2010_02 |
| ORD ID | ord-05b554d17a4d4c94963d03bd67eecc12 |
| Source note | uspto-grants-2010_02 |