Potassium Carbonate → HCID 50943693, compound

Participants

Reaction Steps

The mixture of N-(2-acetamidoethyl)-5-(4-(1-acetyl-5-cyclopropyl-1H-pyrazol-3-ylamino)-5-((trimethylsilyl)ethynyl)pyrimidin-2-yl)thiophene-2-carboxamide (96.1 mg, 0.17 mmol, 1.0 eq) and K2CO3 (70.4 mg, 0.51 mmol, 3.0 eq) in EtOH (10 mL) was stirred at room temperature for 1 h. The reaction mixture was filtered. The filtrate was concentrated to 2 mL. The conc. liquid was extracted with EtOAc and washed with water, brine and dried (Na2SO4) and filtered. The filtrate was concentrated to generate N-(2-acetamidoethyl)-5-(4-(5-cyclopropyl-1H-pyrazol-3-ylamino)-5-ethynylpyrimidin-2-yl)thiophene-2-carboxamide (Compound 206) (53.2 mg, 72.1%) as pale yellow solid. LC-MS (m/z)=436.1 [M+H]+. 1H NMR (400 MHz, DMSO-d6): δ 0.74-0.78 (m, 2H), 0.97-1.01 (m, 2H), 1.82 (s, 3H), 1.93-1.99 (m, 1H), 3.20-3.23 (m, 2H), 3.27-3.30 (m, 2H), 4.87 (m, 1H), 6.49 (m, 1H), 7.76 (d, J=4.4 Hz, 1H), 7.84 (d, J=4.0 Hz, 1H), 8.01 (t, J=5.2 Hz, 1H), 8.50 (s, 1H), 8.70 (t, J=5.2 Hz, 1H), 8.76 (s, 1H)

Provenance & Evidence