反应详情

To a solution of 1.97 g (10 mmol) of tryptamine hydrochloride and 1.23 g (10 mmol) of nicotinic acid in 10 ml of dry pyridine at 0° C. were added 2.20 g (10.7 mmol) of dicyclohexylcarbodiimide. The reaction mixture was stirred at room temperature for 24 hrs, and the formed dicyclohexylurea was removed by filtration (2.34 g). The pyridine was removed in vacuo, and 10 ml of methanol were added to the residue. Insoluble dicyclohexylurea in methanol was removed by filtration (0.05 g). The methanol was removed in vacuo and 10 ml of methylene chloride was added to the residue. Insoluble compound in methylene chloride was removed by filtration (0.04 g). The methylene chloride was removed in vacuo and the residue was crystallized from isopropanol. Recrystallization from methanol/isopropanol gave 1.92 g (72.5%) of N-[2-(3-indolyl)ethyl]nicotinamide as pale brown plates, m.p. 150°-152° C. IR (KBr) 3280, 3050, 2940, 1646, 1526, 1412, 1302, 1102, 740, 697 cm-1. Anal. calc. for C16H15N3O: C, 72.42; H, 5.91; N, 15.84. Found: C, 72.51; H, 5.74; N, 15.77.

1. customthe formed dicyclohexylurea was removed by filtration (2.34 g)
2. customThe pyridine was removed in vacuo, and 10 ml of methanol
3. additionwere added to the residue
4. customInsoluble dicyclohexylurea in methanol was removed by filtration (0.05 g)
5. customThe methanol was removed in vacuo and 10 ml of methylene chloride
6. additionwas added to the residue
7. customInsoluble compound in methylene chloride was removed by filtration (0.04 g)
8. customThe methylene chloride was removed in vacuo
9. customthe residue was crystallized from isopropanol
10. customRecrystallization from methanol/isopropanol