HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Fluoro-3-(trifluoromethyl)aniline → HCID 24960672, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Fluoro-3-(trifluoromethyl)aniline | HCID 75377 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 59756881 | HCID 59756881 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 24960672 | HCID 24960672 | 49.5% |
Reaction Steps
2-((6,7-dimethoxyquinolin-4-yl)methyl)-1-oxo-1,2,3,4-tetrahydroisoquinoline-5-carbonyl chloride (75 mg, 0.168 mmol) was suspended in dichloromethane (1 mL) then added a solution of 4-fluoro-3-trifluoromethylaniline (36 mg, 0.201 mmol) in dichloromethane (0.5 mL) and N,N-diisopropylethylamine (65 mg, 0.504 mmol). The reaction mixture was stirred at room temperature for 2 days. The reaction mixture was purified directly by silica gel chromatography (3% methanol/dichloromethane) to afford 2-((6,7-dimethoxyquinolin-4-yl)methyl)-N-(4-fluoro-3-(trifluoromethyl)phenyl)-1-oxo-1,2,3,4-tetrahydroisoquinoline-5-carboxamide (46 mg) as a pale yellow solid. MS (ESI, pos. ion) m/z: 554.2 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08338455B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-eae1106046e445ce9b7bfb178f42a224 |
| Source note | uspto-grants-2012_12 |