تفاعل #60037
ord-658e4343c5a540c6ad60ea0d34b51c8b
معادلة التفاعل
المتفاعلات
الكواشف
ظروف التفاعل
المعالجة
- 1أخرىUpon completion, the reaction was partitioned with water (50 ml) and dichloromethane (250 ml)
- 2أخرىThe organic layer was separated
- 3غسيلwashed with water (2×50 ml), brine (50 ml), dried Na2SO4
- 4ترشيحfiltered
- 5تركيزconcentrated under reduced pressure
- 6أخرىThe product was purified by flash chromatography
- 7غسيلeluting with 10% methanol in dichloromethane
- 8أخرىdrying in vacuo
الإجراء التجريبي
4-[(2E)-3-(dimethylamino)-2-imidazolylprop-2-enoyl]benzenecarbonitrile (8.0 g, 30.0 mmol) in NMP (5 ml) was added to a stirred mixture of N-[2-(amidinoamino)ethyl](tert-butoxy)carboxamide, hydrochloride (13.8 g, 45 mmol)) and Cs2CO3 (11.72, 36.0 mmol) in NMP (15 ml). The reaction was heated to 100° C. for 48 hours. The reaction was followed by HPLC. Upon completion, the reaction was partitioned with water (50 ml) and dichloromethane (250 ml). The organic layer was separated and washed with water (2×50 ml), brine (50 ml), dried Na2SO4, filtered, and concentrated under reduced pressure. The product was purified by flash chromatography eluting with 10% methanol in dichloromethane. After stripping off the solvents and drying in vacuo, 10.08 g of (tert-butoxy)-N-(2-{[4-(4-cyanophenyl)-5-imidazolylpyrimidin-2-yl]amino}ethyl)carboxamide was obtained as a dark red glass in 83% yield.