Water → HCID 11583783, compound

Participants

Reaction Steps

38.8 mg (0.1 mmol) of 1-(2-methoxyethyl)-4-[({[4-(trifluoromethoxy)phenyl]amino}-carbonyl)amino]-1H-imidazole-2-carboxylic acid (Example 9A) are dissolved in 0.4 ml of DMF and, after addition of 81 mg (0.5 mmol) of N,N-carbonyldiimidazole, stirred at room temperature for 50 minutes. Then 18 μl (18 mg; 1 mmol) of water are added, and the mixture is stirred at room temperature for 30 minutes. Addition of 21.6 mg (0.2 mmol) of 3-picolylamine is followed by stirring at room temperature for 90 minutes. After filtration, the reaction mixture is purified by preparative HPLC (column: Macherey-Nagel VP 50/21 Nucleodur C18 gravity, 5 μm; flow rate: 25 ml/min; eluent A: acetonitrile, eluent B: water+0.1% conc. aqueous ammonia solution, gradient: 0 min 10% A, 2.00 min 10% A, 6.00 min 90% A, 7.00 min 90% A, 7.10 min 10% A, 8 min 10% A; running time: ca. 10 min per separation; wave length: 220 nm). The correct fractions are evaporated in vacuo.

Provenance & Evidence