Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Binap, (A+-)- | HCID 634876 | — |
| Edukt | 1-(4-Bromophenyl)Cyclopropanecarbonitrile | HCID 2795273 | — |
| Edukt | Potassium tert-butoxide | HCID 23665647 | — |
| Edukt | 7-Bromo-5-methylbenzo[e][1,2,4]triazin-3-amine | HCID 24822752 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Produkt | HCID 11603841 | HCID 11603841 | 45,7% |
Reaktionsschritte
About 50 mg (0.2 mmol) of 7-bromo-5-methyl-benzo[1,2,4]triazin-3-ylamine and about 84 mg (0.38 mmol) of 1-(4-bromo-phenyl)-cyclopropanecarbonitrile were dissolved in about 10 ml of toluene. About 8 mg (0.009 mmol) of Pd(dba)3, about 17 mg (0.027 mmol) of BINAP, and about 50 mg (0.226 mmol) of KOt-Bu were added to the solution. The mixture was kept at about 100° C. for about 24 hours under argon. The crude product was purified by preparative HPLC. About 5 mg of 1-{4-[7-(2,6-dimethyl-phenyl)-5-methyl-benzo[1,2,4]triazin-3-ylamino]-phenyl}-cyclopropanecarbonitrile (product having formula (X)) was isolated. ESI-MS: [M+H]+, 406.5; 1H NMR (DMSO-d6): δ 1.49 (q, 2 H, J=5.3 Hz), 1.72 (q, 2 H, J=5.3 Hz), 2.05 (s, 6 H), 2.67(s, 3 H), 7.18 (d, J=7.4 Hz, 2 H), 7.23 (m, 1H), 7.38 (d, J=6.85 Hz, 2 H), 7.63 (s, 1 H), 7.91 (s, 1 H), 8.06 (d, J=6.85 Hz, 2 H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07456176B2 |
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| Quelldatensatz | uspto-grants-2008_11 |
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| ORD ID | ord-2e41c16a65ae471f98daa834ef33cecc |
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| Quellennotiz | uspto-grants-2008_11 |
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