反应详情

温度

100 °C

4-[(2E)-3-(dimethylamino)-2-imidazolylprop-2-enoyl]benzenecarbonitrile (6 M) in NMP (5 ml) was added to a stirred mixture of N-[2-(amidinoamino)ethyl](tert-butoxy)carboxamide, hydrochloride (3 M) and Cs2CO3 (2.4) 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, (tert-butoxy)-N-(2-{[4-(4-cyanophenyl)-5-imidazolylpyrimidin-2-yl]amino}ethyl)carboxamide was obtained as a dark red glass in 83% yield.

1. customUpon completion, the reaction was partitioned with water (50 ml) and dichloromethane (250 ml)
2. customThe organic layer was separated
3. washwashed with water (2×50 ml), brine (50 ml), dried Na2SO4
4. filtrationfiltered
5. concentrationconcentrated under reduced pressure
6. customThe product was purified by flash chromatography
7. washeluting with 10% methanol in dichloromethane
8. customdrying in vacuo