Buchwald–Hartwig amination: 3-Aminoquinoline → 6-(furan-2-ylsulfonyl)-N-quinolin-3-yl-7,8-dihydro-5H-2,6-naphthyridin-1-amine

Drawn from the record's atom map: which bonds break and which form between the reactants and products the source listed. It shows a change in connectivity, not a simulated trajectory and not a mechanism.

Temperature

110 °C

Only the dimensions the source stated are listed. Anything absent here was not recorded, and it is not inferred from what the class usually needs.

Copied from the source record, unedited

The yellow residue containing 5-chloro-2-(furan-2-ylsulfonyl)-1,2,3,4-tetrahydro-2,6-naphthyridine (0.057 g, 0.19 mmol) and quinolin-3-amine (0.096 g, 0.67 mmol) from 02910-38 was dissolved in toluene (1 mL) and tert-butanol (0.170 mL). The resulting yellow solution was degassed (vacuum) and then tris(dibenzylideneacetone)dipalladium(0) (4.19 mg, 4.58 µmol), Xantphos (5.52 mg, 9.54 µmol), and sodium tert-butoxide (0.026 g, 0.27 mmol) were added. Another 2 mL of toluene and 0.340 mL of tert-butanol were also added. The resulting mixture was subjected to microwave conditions for 30 min (300W, 110°C) and then cooled. The biphasic red-brown/brown-black mixture was poured into saturated aqueous sodium chloride and extracted with ethyl acetate. The combined organic layers were dried over sodium

This record comes from experimental reaction archive (ord-d1da8942a5fd4744b25120701e88bd1a). Open the source and check it against what is on this page.

• experimental reaction archive record ord-d1da8942a5fd4744b25120701e88bd1a from dataset "750 AstraZeneca ELN dataset" (url: https://chemrxiv.org/engage/chemrxiv/article-details/60c9e3f37792a23bfdb2d471). No atom mapping is provided by the source.

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experimental reaction record.