Diisopropylethylamine → HCID 67493519, compound

Participants

Reaction Steps

To a solution of 3-{[4-methyl-6-(methylamino)-1,3,5-triazin-2-yl]amino}cyclohexanecarboxylic acid (0.100 g, 0.264 mmol) in N,N-Dimethylformamide (DMF) (4 ml) was added ({[4-fluoro-2-(trifluoromethyl)phenyl]methyl}amine (0.051 g, 0.264 mmol) followed by diisopropylethylamine (0.101 ml, 0.580 mmol) and 1H-1,2,3-benzotriazol-1-yloxy-tris(dimethylamino)-phosphonium hexafluorophosphate (BOP reagent, 0.128 g, 0.290 mmol). The reaction was stirred at room temperature for 4 hours and then purified by preparative HPLC to provide (cis)-N-{[4-fluoro-2-(trifluoromethyl)phenyl]methyl}-3-{[4-methyl-6-(methylamino)-1,3,5-triazin-2-yl]amino}cyclohexanecarboxamide (82 mg, 0.148 mmol, 56%). MS (ES) m/e 441 [M+H]+. 1H NMR (400 MHz, DMSO-D6) □ 7.6 (bs, 1H), 6.8 (m, 1H), 6.7 (m, 1H), 6.5 (m, 1H), 3.8 (m, 2H), 3.3 (m, 1H), 2.2 (s, 3H), 2.2-2.1 (m, 1H), 1.7-1.6 (bm, 1H), 1.5 (s, 3H), 1.3-1.1 (bm, 4H), 0.8-0.5 (bm, 4H)

Provenance & Evidence