Table 1.
Yields and melting points of compounds 14–25.
| Compound | R | Yield (%) | m.p. (°C) |
|---|---|---|---|
| 14 | Phenyl | 81 a | 141.2–142.8 |
| 15 | 4-(Methyl)phenyl | 92 a | 126.8–128.2 |
| 16 | 4-(Methoxy)phenyl | 87 a | 132.8–134.3 |
| 17 | 4-(Chloro)phenyl | 66 a | 150.6–152.0 |
| 18 | 3,4-(Dichloro)phenyl | 75 a | 112.4–113.9 |
| 19 | 2-Naphtyl | 92 a | 193.2–195.0 |
| 20 | Cyclohexyl | 59 a | 104.8–106.3 |
| 21 | 1-Naphtyl | 80 a | 164.5–166.5 |
| 22 | 1,2,3,4-Tetrahydro-2-naphtyl | 81 b | 123.2–125.2 |
| 23 | 5,6,7,8-Tetrahydro-2-naphtyl | 91 b | 137.0–139.0 |
| 24 | Cycloheptyl | 90 b | 88.4–90.4 |
| 25 | Isopentyl | 87 b | 45.1–47.1 |
a Yield of reaction of acyl chloride with tryptamine (Procedure A); b Yield of reaction of carboxylic acid with tryptamine (Procedure B).