Buchwald–Hartwig amination: 4-Bromo-2-fluorobenzonitrile → 4-(2-Chloroanilino)-2-fluorobenzonitrile

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

80 °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.

No other run in the library makes this product. These runs of the same class start from one of the same reactants, which is the nearest company this record has.

• N-(2-chlorophenyl)-1H-indazol-6-amine0%

Copied from the source record, unedited

Palladium(II) acetate (0.561 g, 2.50 mmol) and rac-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (2.335 g, 3.75 mmol) was added to a stirred slurry of 2-chloroaniline (2.63 mL, 25.00 mmol), 4-bromo-2-fluorobenzonitrile (5 g, 25.00 mmol) and cesium carbonate (16.29 g, 50.00 mmol) in toluene (180 mL) at 23°Cunder nitrogen. The resulting slurry was stirred at 80 °C for 2 hours. The reaction was incomplete (both SM left) so the temperature was increased to 100°C and the reaction mixture was stirred for a further 2 hours. The reaction was incomplete and further Palladium(II) acetate (100mg), rac-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (400mg) and cesium carbonate (3g) were added and the slurry was stirred at 100 °C for a further 3 hours. Only small amount of 2 SM left and more product bein

This record comes from experimental reaction archive (ord-31c66ec343f04bfcb7e9caaf0de27de4). Open the source and check it against what is on this page.

• experimental reaction archive record ord-31c66ec343f04bfcb7e9caaf0de27de4 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.