Acetic Anhydride → HCID 118195207, compound

Participants

Reaction Steps

(S)-6-(3-(Aminomethyl)pyrrolidin-1-yl)-N-(4-(chlorodifluoromethoxy)phenyl)-5-(pyrimidin-5-yl)nicotinamide (Example 177, 30 mg, 0.063 mmol) was dissolved in dioxane (0.5 mL), acetic anhydride (7.09 mg, 0.069 mmol) was added and the RM was stirred for 3 h at RT. The RM was poured into 15 mL of Na2CO3 10%, then extracted with EtOAc. The combined organic layers were dried over Na2SO4 and evaporated to dryness under reduced pressure, dissolved in MeOH, evaporated and dried under HV to afford the title compound as an off-white solid. HPLC (Condition 4) tR=4.95 min, UPLC-MS (Condition 3) tR=0.93 min, m/z=517.3 [M+H]+; 1H-NMR (400 MHz, DMSO-d6) δ ppm 1.44-1.60 (m, 1H) 1.75 (s, 3H) 1.79-1.93 (m, 1H) 2.15-2.31 (m, 1H) 2.86-3.02 (m, 3H) 3.04-3.20 (m, 2H) 3.23-3.36 (m, 1H) 7.33 (d, J=8.21 Hz, 2H) 7.77-7.93 (m, 3H) 8.08 (d, J=2.35 Hz, 1H) 8.77 (d, J=0.78 Hz, 1H) 8.87 (s, 2H) 9.17 (s, 1H) 10.16 (s, 1H).

Provenance & Evidence