HCID 59567461, compound → HCID 59567460, compound

Participants

Reaction Steps

(S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-(8-carbamoyl-4-oxo-imidazo[5,1-d][1,2,3,5]tetrazin-3-yl)-2-methyl-propionic acid methyl ester (80 mg, 0.21 mmol) was diluted in 1 mL of 1.25 M ethanolic HCl solution. The reaction mixture was then stirred at room temperature for 45 minutes, whereupon the mixture concentrated in vacuo. The crude residue was diluted in Et2O which promoted the formation of a precipitate. The solid was removed by vacuum filtration, washed with Et2O (3×1 reaction volumes) and purified by flash chromatography (SiO2) using CH2Cl2: MeOH (9:1) as eluent to give the title compound (38 mg, 61%) as a white solid. 1H NMR (400 MHz, d6-DMSO) δ ppm: 8.94 (1H, s), 7.91 (1H, s), 7.76 (1H, s), 5.70 (1H, dd, J=8.0 Hz, 6.0 Hz), 5.10 (OH, s (br), 1H), 4.11 (2H, multiplet), 3.70 (3H, s).

Provenance & Evidence