反应详情

温度

21.5 °C

To a cold solution of triphosgene (1.2 g, 4 mmol) in toluene (10 mL) was added slowly a solution of (2-amino-phenyl)-cyclohexyl-methanone (2.4 g) and triethylamine (3.3 ml) in toluene (16 mL). The mixture was then warmed up to 20-23° C. and aged for a period of about 1 hr under stirring. The resulting slurry was then added slowly to a warm (60° C.) mixture of ethyl hydrazine-acetate hydrochloride (1.8 g) and triethylamine (1.4 g) in toluene (20 mL). The reaction mixture was aged at 60° C. for about 20 m in and then heated to about 100° C. While at this temperature, trifluoroacetic acid (0.5 mL) was added and the reaction mixture was aged until the cyclization was completed (approximately 10 min). The reaction mixture was then cooled to about 20-23° C. and filtered. The filtrate was washed with 1N HCl (10 mL), water (10 mL), brine (10 mL) and then evaporated to a residue. The residue (5.2 g) was dissolved in methyl t-butyl ether (10 mL), and then heptane (˜50 mL) was slowly added. The product which precipitated out of the solution, was collected by filtration and dried to yield (5-cyclohexyl-2-oxo-1,2-dihydro-benzo[e][1,2,4]triazepin-3-yl)-acetic acid ethyl ester as an off-white solid.

1. additionThe resulting slurry was then added slowly to
2. temperaturea warm
3. customwas aged at 60° C. for about 20 m
4. temperaturethen heated to about 100° C
5. custom(approximately 10 min)
6. temperatureThe reaction mixture was then cooled to about 20-23° C.
7. filtrationfiltered
8. washThe filtrate was washed with 1N HCl (10 mL), water (10 mL), brine (10 mL)
9. customevaporated to a residue
10. dissolutionThe residue (5.2 g) was dissolved in methyl t-butyl ether (10 mL)
11. additionheptane (˜50 mL) was slowly added
12. customThe product which precipitated out of the solution
13. filtrationwas collected by filtration
14. customdried