Sodium Bicarbonate → HCID 67441492, compound

Participants

Reaction Steps

To a stirred solution of the dihydrochloride 271 (150 mg, 0.302 mmol) in EtOAc (50 mL) was added a saturated solution of NaHCO3 (50 mL). The reaction mixture was stirred for 1 h to give a suspension. The solid was collected by filtration, rinsed with water, dried under vacuum and purified by Biotage (SNAP 25 g cartridge; 2% of ammonium hydroxide in MeOH/DCM: 0/100 to 15/85 over 20 CV) to produce a material that upon trituration with AcOEt afforded the title compound 271-A (45 mg, 0.106 mmol, 35% yield) as a white solid. 1H NMR (400 MHz, DMSO-d6) δ (ppm): 8.75 (s, 1H), 8.43 (d, =5.6 Hz, 1H), 7.71 (dd, J=2.0 and 13.6 Hz, 1H), 7.47 (s, 1H), 7.34 (t, J=9.2 Hz, 1H), 7.23-7.16 (m, 1H), 6.62 (s, 1H), 6.55 (d, J=5.6 Hz, 1H), 6.43 (s, 1H), 3.40 (bs, 2H), 2.93 (t, J=5.6 Hz, 2H), 2.59-2.50 (m, 1H), 2.46 (bs, 2H), 0.66-0.62 (m, 2H), 0.44-0.40 (m, 2H). MS (m/z): 425.42 (M+H)

Provenance & Evidence