Diisopropylethylamine → HCID 59579881, compound

Participants

Reaction Steps

To a mixture of 3-chloro-1-pyrimidin-2-yl-1H-pyrazole-4-carboxylic acid (50 mg, 0.22 mmol) in 1.0 mL of DMF is added sequentially DIEA (0.08 mL, 0.44 mmol), 4-methyl-2-[4-(trifluoro-methyl)phenyl]pentan-1-amine (54 mg, 0.22 mmol), and BOP (115 mg, 0.26 mmol). The resulting mixture is stirred at RT for 20 h. Water (3 mL) is added, and the mixture is extracted with CH2Cl2 (5 mL). The CH2Cl2 layer is dried (Na2SO4), filtered, and evaporated in vacuo. The residue is purified by silica gel column chromatography (gradient from 20% EtOAc/Hex to 60% EtOAc/Hex) to give the title compound as a white solid. 1H NMR (400 MHz, DMSO-d6) δ 9.14 (1H, s), 8.89 (2H, d, J 4.8), 8.33 (1H, bs), 7.64 (2H, d, J 8), 7.55 (1H, t, J 4.8), 7.46 (2H, d, J 7.6), 3.44 (1H, m), 3.33 (1H, m), 3.07 (1H, m), 1.57 (1H, m), 1.51 (1H, m), 1.26 (1H, m), 0.81 (6H, d, J 6.4). MS (M+1)=452.14; RT=1.36 min. *IC50.

Provenance & Evidence