Triethylamine → HCID 86650749, compound

Participants

Reaction Steps

To a solution of 2-[({[(1-methyl-1H-imidazol-5-yl)(phenyl)methylene]amino}oxy)methyl]-pyrimidin-4-amine (200 mg, 0.65 mmol) in 1,4-dioxane (10 mL) were sequentially added triethylamine (0.18 mL, 1.30 mmol) and cyclopropanecarboxylic acid (0.24 mL, 2.60 mmol). After stirring at room temperature for 24 h, the mixture was concentrated in vacuo, diluted in ethyl acetate (50 mL), washed with water (20 mL), dried over MgSO4 and concentrated to dryness in vacuo. Purification on silica gel afforded N-(cyclopropylcarbonyl)-N-{2-[({[(1-methyl-1H-imidazol-5-yl)(phenyl)methylene]amino}oxy)methyl]pyrimidin-4-yl}cyclopropanecarboxamide [23 mg, yield 8%; HPLC/MS: m/z=445 (M+H); log P(HCOOH)>=1.75].

Provenance & Evidence