Trifluoroacetic acid → HCID 71611311, compound

Participants

Reaction Steps

To a solution of 1-tert-butyl 4-((3aS,5aR,5bR,7aR,9S,11aR,11bR,13aS)-3a-((E)-3-((1-(5-chloropyrimidin-2-yl)cyclopropyl)amino)-2-methyl-3-oxoprop-1-en-1-yl)-1-isopropyl-5a,5b,8,8,11a-pentamethyl-2-oxo-3,3a,4,5,5a,5b,6,7,7a,8,9,10,11,11a,11b,12,13,13a-octadecahydro-2H-cyclopenta[a]chrysen-9-yl) 2,2-dimethylsuccinate (250 mg, 0.295 mmol) in DCM (6 mL) was added TFA (3 mL, 0.295 mmol). The reaction mixture was stirred at rt for 2 hr and evaporated in vacuo to afford crude product. This material was diluted with DCM (30 mL), and washed with water, saturated NaHCO3, water, saturated NH4CI and water. The organic layer was dried over Na2SO4, filtered and concentrated to obtain a residue which was dissolved into MeCN—H2O (1:2, 9 mL) and freeze-dried to give the title compound (120 mg, 0.149 mmol, 50.4%) as a white solid. 1H NMR (400 MHz, DMSO-d6) δ=12.22 (br. s., 1H), 8.75 (s, 2H), 8.60 (s, 1H), 6.57 (s, 1H), 4.39 (dd, J=4.8, 11.3 Hz, 1H), 3.24-3.10 (m, 1H), 2.82-0.59 (m, 57H); LC/MS: m/z calculated 789.5. Found 790.3 (M+1)+.

Provenance & Evidence