Cesium carbonate → HCID 178432958, compound

Participants

Reaction Steps

To a 5 ml round bottom flask containing solution of 2-(4-cyclopropylphenyl)-N-[(4-hydroxyphenyl)(2-methyl-1H-imidazol-4-yl)methyl]acetamide (10.00 mg, 0.0280 mmol) in 0.3 ml of CH2Cl at RT was added Cs2CO3 (18.03 mg, 0.0550 mmol). To the mixture was added dropwise 2,2,2-trifluoroethyl trifluoromethanesulfonate (6.420 mg, 0.0280 mmol). The resulting solution was stirred at RT for 16 hours. Filtered and the filtrate was purified by preparative HPLC (10-90% CH3CN/H2O over 30 min, 0.05% added TFA, C18 column) to afford 5.60 mg (46%) of the title compound. 1H NMR (CDCl3, 400 MHz) δ 8.448 (d, J=7.32 Hz, 1H), 7.152 (d, J=8.60 Hz, 2H), 7.071 (d, J=8.06 Hz, 2H), 6.936 (d, J=8.05 Hz, 2H), 6.874 (d, J=8.61 Hz, 2H), 6.592 (s, 1H), 6.109 (d, J=7.88 Hz, 1H), 4.308 (q, J=8.06 Hz, 2H), 3.544 (s, 2H), 2.395 (s, 3H), 1.798 (m, 1H), 0.918 (m, 2H), 0.590 (m, 2H). ES-MS [M+1]+: 444.2.

Provenance & Evidence