Diisopropylethylamine → HCID 59579999, compound

Participants

Reaction Steps

To a mixture of 3-methoxy-1-pyrimidin-2-yl-1H-pyrazole-4-carboxylic acid (40 mg, 0.18 mmol) in 1.0 mL of DMF is added sequentially DIEA (0.063 mL, 0.36 mmol), 1-adamantan-1-ylmethan-amine (30 mg, 0.18 mmol) and BOP (97 mg, 0.22 mmol). The resulting mixture is stirred at RT for 18 h. Water (3 mL) is added, and the mixture is extracted with EtOAc (5 mL). The EtOAc layer is dried (Na2SO4), filtered, and evaporated in vacuo to give a brown solid. Purification by column chromatography (gradient from 80% EtOAc/Hex to EtOAc) affords the title compound as a pale brown solid. 1H NMR (400 MHz, CDCl3) δ 9.02 (1H, s), 8.74 (2H, d, J 4.8), 7.19 (1H, t, J 4.8), 6.88 (1H, bs), 4.24 (3H, s), 3.12 (2H, d, J 6.4), 2.00 (3H, bs), 1.60 (12H, m). MS (M+1)=368.07; RT=1.65 min. *IC50.

Provenance & Evidence