2,4-Difluoroaniline → HCID 58677639, compound

Participants

Reaction Conditions

Reaction Steps

2,4-Difluoro-phenylamine (26 μL, 0.25 mmol) was dissolved in dry 1,4-dioxane (3 mL) in a vial under an argon atmosphere. Compound 504 (114 mg, 0.25 mmol) was added and dissolved in the solvent. Rac-BINAP (7.0 mg, 0.012 mmol), Pd2(dba)3 (7.0 mg, 0.008 mmol) and Cs2CO3 (114 mg, 0.35 mmol) were added, and the reaction mixture was stirred under an argon atmosphere at 100° C. for 16 h. The reaction mixture was filtered through Celite and then purified by continuous gradient flash chromatography using EtOAc/petroleum ether (40-60) (v:v=1:9 to 1:3) as the eluent to afford the title compound as curry yellow solid. 13C NMR (CDCl3) δ 194.5, 159.6 (dd), 159.5, 156.1, 155.9 (dd), 149.6, 147.1, 137.2, 132.8, 131.8, 131.7, 129.2, 128.5, 126.8, 124.8 (dd), 123.8 (dd), 117.9, 117.1, 114.1, 111.8 (dd), 109.5, 105.2 (dd), 70.1, 55.3, 19.9

Provenance & Evidence