Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Sodium Carbonate | HCID 10340 | — |
| Edukt | Triphenylphosphine | HCID 11776 | — |
| Edukt | Phenylboronic Acid | HCID 66827 | — |
| Edukt | [2-(4-bromo-phenyl)-quinazolin-4-yl]-(5-methyl-2H-pyrazol-3-yl)-amine | HCID 178418845 | — |
| Katalysator | palladium(II) acetate | HCID 167845 | — |
| Lösungsmittel | Oxolane--water (1/1) | HCID 21881883 | — |
| Produkt | HCID 178418718 | HCID 178418718 | 51,4% |
Reaktionsschritte
Method H(i). To a mixture of [2-(4-bromo-phenyl)-quinazolin-4-yl]-(5-methyl-2H-pyrazol-3-yl)-amine (196 mg, 0.51 mmol) and phenylboronic acid (75 mg, 0.62 mmol) in THF/water (1/1, 4 mL) is added Na2CO3 (219 mg, 2.06 mmol), triphenylphosphine (9 mg, 1/15 mol %) and palladium acetate (1 mg, 1/135 mol %). The mixture is heated at 80° C. overnight, the solvents are evaporated and the residue is purified by flash chromatography (gradient of CH2Cl2/MeOH) to give (2-biphenyl-4-yl-quinazolin-4-yl)-(5-methyl-2H-pyrazol-3-yl)-amine as a yellow solid (99 mg, 51%): 1H NMR (DMSO) δ 2.37 (3H, s), 6.82 (1H, s), 7.39–7.57 (4H, m), 7.73–7.87 (6H, m), 8.57 (2H, d), 8.67 (1H, d), 10.42 (1H, s), 12.27 (1H, s); MS 378.2 (M+H)+
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07098330B2 |
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| Quelldatensatz | uspto-grants-2006_08 |
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| ORD ID | ord-c773c44bb45845f98c56eecf02d8c1d4 |
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| Quellennotiz | uspto-grants-2006_08 |
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