2,6-Difluoro-4-Methyl aniline synthesis

Yield:1379028-84-8 93%

Reaction Conditions:

with palladium 10% on activated carbon;hydrogen in tetrahydrofuran at 20; under 775.743 Torr; for 1 h;Reagent/catalyst;Solvent;Temperature;

Steps:

2

To a solution of 1 ,3-difluoro-5-methyl-2-nitrobenzene (500 mg, 2.89 mmol, 1 .00 eq) in tetrahydrofuran (5.00 mL) was added palladium/carbon (50.0 mg, 10% purity) under nitrogen. The mixture was stirred at 20 °Cfor 1 h under hydrogen (1 5 Psi). The mixture was filtered and the filtrate was concentrated under reduced pressure to give 2,6-difluoro-4-methylaniline (386 mg, 2.70 mmol, 93% yield) as yellow oil.¹H NMR (400 MHz, DMSO-ak) δ = 6.71 - 6.57 (m, 2H), 4.80 (br s, 2H), 2.09 (s, 3H). MS (ESI) m/z 144.2 [M + H]⁺.

References:

WO2022/152821,2022,A1 Location in patent:Page/Page column 412; 462