HCID 86624471, compound → HCID 68427280, compound

Participants

Reaction Conditions

Reaction Steps

tert-butyl {2-[[(3-{[5-chloro-4-(3-chloro-5-cyanophenoxy)-1H-1,2,3-benzotriazol-1-yl]methyl}-1H-pyrazolo[3,4-b]pyridin-1-yl)carbonyl](methyl)amino]ethyl}methylcarbamate (125 mg, 0.192 mmol) was dissolved in TFA (5 mL). After 20 minutes, the reaction was concentrated and the resulting residue was purified by reverse phase chromatography eluting with 30-95% MeCN/H2O+0.1% TFA. Product fractions were concentrated under reduced pressure and the resulting solid was dissolved in MeCN (3 mL), cooled to −78° C. and 1N HCl (5 mL) added. This froze and was lyophilized to yield the title compound. 1H NMR (DMSO-d6) δ 8.68 (dd, J=4.5 Hz, J=1.5 Hz, 1H), 8.57 (s, 1H), 8.26 (d, J=8.0 Hz, 1H), 8.11 (s, 1H), 7.96 (m, 1H), 7.83 (d, J=9.0 Hz, 1H), 7.72 (m, 1H), 7.58 (m, 1H), 7.44 (dd, J=4.6 Hz, J=8.0 Hz, 1H), 7.35 (m, 1H), 7.28 (m, 1H), 6.50 (s, 2H), 3.70 (s, 3H), 3.20 (s, 2H), 3.00 (s, 2H), 2.20 (m, 3H).

Provenance & Evidence