2,6-Difluorobenzylamine → 1-(2,6-Difluorobenzyl)-2-methyl-3-[(2R)-Boc-amino-2-phenylethoxy]-pyridin-4-one

Beteiligte Stoffe

Reaktionsbedingungen

Reaktionsschritte

Crude 2-methyl-3-[(2R)-Boc-amino-2-phenylethoxy]-4H-pyran-4-one (1.00 g, ˜2.90 mmol), 2,6-difluorobenzyl amine (700 μL, 5.8 mmol) and ethanol (3 mL) were combined and heated to 120° C. in a pressure vessel. After 16 h, the volatiles were removed in vacuo and the residue purified by column chromatography, eluting with EtOAc. The product was isolated as a white foam (204 mg, 0.43 mmol, 15%, assuming pure starting material). 1H NMR (CDCl3-300 MHz) δ 7.42-7.19 (m, 7H); 6.98 (t, J=8.1 Hz, 2H); 6.43 (d, J=7.8 Hz, 1H); 5.06 (s, 2H); 4.87-4.83 (m, 1H); 4.06 (dd, J1=9.9 Hz, J2=4.2 Hz, 1H); 3.93 (dd, J=9.9 Hz, J2=6.8 Hz, 1H); 2.34 (s, 3H); 1.42 (s, 9H); LRMS m/z 471.1 (M++1), 371.0 (M+−boc+1).

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