Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Isopropanol | HCID 3776 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | (1R)-1-(4-chlorophenyl)ethan-1-amine | HCID 1715226 | — |
| Reactant | 1-Chloro-6-methyl-5-nitroisoquinoline | HCID 22622221 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 68771727 | HCID 68771727 | — |
Reaction Steps
A glass microwave reaction vessel was charged with 1-chloro-6-methyl-5-nitroisoquinoline (0.22 g, 1.0 mmol), (R)-1-(4-chlorophenyl)ethanamine (0.31 g, 2.0 mmol), 2,2,2-trifluoroacetic acid (0.011 g, 0.10 mmol) and isopropanol (1 mL). The reaction mixture was stirred and heated in a microwave reactor at 140° C. for 60 min. The reaction mixture was diluted with chloroform, washed with 10% sodium carbonate, dried over sodium sulfate and concentrated. The crude product was chromatographed on silica gel eluting with 20% ethyl acetate/hexane to give (R)-N-(1-(4-chlorophenyl)ethyl)-6-methyl-5-nitroisoquinolin-1-amine as a solid. MS Found: (ESI pos. ion) m/z 342 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08557830B2 |
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| Source dataset | uspto-grants-2013_10 |
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| ORD ID | ord-37fa9fcbe45c44f2ad01b7ca313e94c4 |
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| Source note | uspto-grants-2013_10 |
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