Triethylamine → HCID 11712597, compound

Participants

Reaction Steps

34.8 mg (0.1 mmol) of 4-({[(4-chloro-2-methylphenyl)amino]carbonyl}amino)-1-(cyclopropylmethyl)-1H-imidazole-2-carboxylic acid (Example 4A) are dissolved in 0.3 ml of DMF and, after addition of 39.7 mg (0.1 mmol) of HBTU and 10.12 mg (14 μl; 0.1 mmol) of triethylamine, stirred at room temperature for 30 minutes. This solution is added to a solution of 28.8 mg (0.2 mmol) of (3-morpholin-4-ylpropyl)amine in 0.1 ml of DMF and shaken overnight. 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