Buchwald–Hartwig amination: N-(1,3-dimethylpyrazol-4-yl)-4-iodo-5-(trifluoromethyl)pyridin-2-amine → 2-[[2-[(1,3-dimethylpyrazol-4-yl)amino]-5-(trifluoromethyl)pyridin-4-yl]amino]-5-fluoro-N-methoxybenzamide

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

100 °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

2-amino-5-fluoro-N-methoxybenzamide (2.60 g, 14.13 mmol), N-(1,3-dimethyl-1H-pyrazol-4-yl)-4-iodo-5-(trifluoromethyl)pyridin-2-amine (3.6 g, 9.42 mmol) (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (0.545 g, 0.94 mmol) diacetoxypalladium (0.106 g, 0.47 mmol) and cesium carbonate (6.14 g, 18.84 mmol) were suspended in dioxane (40 mL). The reaction was degased, purged with argon (3 times) and heated to 100 °C overnight. The reaction mixture was allowed to cool to room temperature under stirring, diluted with ethyl acetate and the insolubles were removed by filtration, washed with EtOAc and the filtrate was concentrated. The crude product was purified by flash chromatography on silica gel eluting with 0 to 15% methanol in ethyl acetate/DCM (1/1). Fractions containing the most pa

This record comes from experimental reaction archive (ord-79d988a2695b450ba5f0891b3987351f). Open the source and check it against what is on this page.

• experimental reaction archive record ord-79d988a2695b450ba5f0891b3987351f from dataset "750 AstraZeneca ELN dataset" (url: https://chemrxiv.org/engage/chemrxiv/article-details/60c9e3f37792a23bfdb2d471). No atom mapping is provided by the source.

  experimental record · quality medium · source

experimental reaction record.