HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-(3-Fluoro-2-methoxyphenyl)-2-hydroxy-4-methyl-2-(trifluoromethyl)pentanal → 2-Amino-5-{[4,4-dimethyl-6-fluoro-2-hydroxy-5-methoxy-2-(trifluoromethyl)-1,2,3,4-tetrahydronaphthalen-1-yl]amino}-8-fluoro-quinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-(3-Fluoro-2-methoxyphenyl)-2-hydroxy-4-methyl-2-(trifluoromethyl)pentanal | HCID 17989086 | — |
| Reactant | 2,5-Diamino-8-fluoroquinoline | HCID 17989152 | — |
| Reactant | 5-amino-8-fluoroquinolin-2(1H)-one | HCID 17989189 | — |
| Catalyst | Titanium Tetrachloride | HCID 24193 | — |
| Product | 2-Amino-5-{[4,4-dimethyl-6-fluoro-2-hydroxy-5-methoxy-2-(trifluoromethyl)-1,2,3,4-tetrahydronaphthalen-1-yl]amino}-8-fluoro-quinoline | HCID 68679832 | — |
Reaction Steps
Analogously to Example 10, a mixture of the corresponding imines is produced starting from 237 g of 4-(3-fluoro-2-methoxyphenyl)-2-hydroxy-4-methyl-2-(trifluoromethyl)pentanal and 137 mg of a mixture that consists of 5-amino-8-fluoroquinolin-2(1H)-one and 2,5-diamino-8-fluoroquinoline. Analogously to Example 3, the mixture of imines with 2.5 ml of titanium tetrachloride solution (1 M in dichloromethane) is reacted, and the two title compounds are obtained after chromatography on silica gel.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07659297B2 |
| Source dataset | uspto-grants-2010_02 |
| ORD ID | ord-86d770cafe674d60907599032e4d0e79 |
| Source note | uspto-grants-2010_02 |