Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | N-(3-(aminomethyl)pyridin-2-yl)-N-methylmethanesulfonamide | HCID 45480403 | — |
| Edukt | 7-Chloro-2-(3,4,5-trimethoxyphenyl)furo[3,2-b]pyridine | HCID 66778964 | — |
| Produkt | HCID 68083968 | HCID 68083968 | 34% |
Reaktionsschritte
To a dry 10 mL microwave vial with stirbar was added 7-chloro-2-(3,4,5-trimethoxyphenyl)furo[3,2-b]pyridine (50.00 mg; 0.16 mmol; 1.00 eq.), N-(3-aminomethyl-pyridin-2-yl)-N-methyl-methanesulfonamide (40.40 mg; 0.19 mmol; 1.20 eq.), chloro(2-dicyclohexylphosphino-2′,4′,6′-tri-i-propyl-1,1′-biphenyl)[2-(2-aminoethyl)phenyl]palladium(II) methyl-tert.-butyl ether adduct (2.59 mg; 0.003 mmol; 0.02 eq.), and potassium carbonate (30.26 mg; 0.22 mmol; 1.40 eq.). The vial was sealed and flushed with N2. The reagents were suspended in tert.-BuOH (1.00 ml) and the reaction mixture was heated to 110° C. with stirring for 1 h. The reaction mixture was cooled to room temperature and concentrated on a rotary evaporator. The crude mixture was purified by Biotage chromatography (20-100% EtOAc/hex KP-NH SNAP column) to afford the title compound as a beige solid (27 mg, 34%). (HPLC (method F): 90%, RT: 4.62 min); MS (m/z) 499 [M+H]+, RT: 2.5 min.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09006440B2 |
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| Quelldatensatz | uspto-grants-2015_04 |
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| ORD ID | ord-c3fa383a1ed44681a79c7a72f1962aed |
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| Quellennotiz | uspto-grants-2015_04 |
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