Hydrochloric Acid → HCID 71515494, compound

Participants

Reaction Conditions

Reaction Steps

HCl in methanol (595.7 μL of 3 M, 1.787 mmol) was added to a solution of tert-butyl (3R)-3-[4-[5-[3-[bis(tert-butoxycarbonyl)amino]-6-(4-isopropylsulfonylphenyl)pyrazin-2-yl]isoxazol-3-yl]phenyl]morpholine-4-carboxylate 14 (144 mg, 0.178 mmol) in dichloromethane (5.538 mL) and the resulting solution stirred at 50° C. overnight (a yellow precipitate formed). The reaction mixture was cooled to rt and the solid was collected by filtration, washed with CH2Cl2 and dried by suction leaving product as a yellow solid. Material was recrystallised from dichloromethane and methanol (approx 3:1 ratio DCM:MeOH) to leave the product as a yellow solid (28 mg, 28% yield); 1H NMR (DMSO) d 1.18 (6H, d), 3.47 (1H, m), 3.79-3.87 (2H, m), 4.03-4.09 (2H, m), 4.57 (1H, m), 7.23 (2H, br s), 7.75 (2H, d), 7.85 (1H, s), 7.93 (2H, m), 8.12 (2H, d), 8.37 (2H, d), 8.96 (1H, s) and 9.53 (2H, br s) ppm; MS (ES+) 506.5.

Provenance & Evidence