2-Aminothiazole → HCID 59252784, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of 2,2-dimethyl-3-phenyl-3-(1-phenyl-1H-pyrazolo[3,4-b]pyridin-5-yl)propanoic acid (8 mg, 0.022 mmol), 2-aminothiazole (9 mg, 0.09 mmol), and diisopropylethylamine (0.015 mL, 0.09 mmol) in anhydrous DMF (0.3 mL) was added HATU (33 mg, 0.09 mmol) under argon. After stirred at rt overnight and 80° C. for 30 min, the mixture was concentrated. HPLC purification gave 2,2-dimethyl-3-phenyl-3-(1-phenyl-1H-pyrazolo[3,4-b]pyridin-5-yl)-N-(thiazol-2-yl)propanamide (Example 162, 5 mg, 0.009 mmol, 41% yield) as a trifluoroacetic acid salt. MS found: (M−H)−=452.11. 1H-NMR (400 MHz, Acetone) δ ppm 8.56 (1 H, d, J=2.54 Hz) 8.39 (1H, d, J=2.03 Hz) 8.24 (2H, d, J=7.63 Hz) 8.18 (1H, s), 7.37-7.47 (4H, m) 7.27 (1H, d, J=3.56 Hz) 7.16-7.23 (3H, m) 7.11 (1H, t, J=7.38 Hz) 6.95 (1H, d, J=3.56 Hz) 4.98 (1H, s) 1.42 (6H, d, J=7.63 Hz).

Provenance & Evidence