Table 7.
Synthesis of 1-Phenylcyclopropane carboxamide derivatives (8a–8t).
S.No | Acid | Amine | Product | Yield (%) |
---|---|---|---|---|
1 | 3a | 7 | 8a | 85 |
2 | 3a | 5a | 8b | 72 |
3 | 3a | 5b | 8c | 84 |
4 | 3a | 5c | 8d | 81 |
5 | 3b | 7 | 8e | 78 |
6 | 3b | 5a | 8f | 76 |
7 | 3b | 5b | 8g | 81 |
8 | 3c | 7 | 8h | 83 |
9 | 3c | 5a | 8i | 76 |
10 | 3d | 5a | 8j | 79 |
11 | 3d | 5b | 8k | 71 |
12 | 3e | 7 | 8l | 79 |
13 | 3e | 5a | 8m | 84 |
14 | 3e | 5b | 8n | 88 |
15 | 3e | 5c | 8o | 91 |
16 | 3f | 7 | 8p | 72 |
17 | 3f | 5a | 8q | 80 |
18 | 3f | 5b | 8r | 83 |
19 | 3g | 5a | 8s | 73 |
20 | 3g | 5b | 8t | 88 |
*All reactions were carried out on a 10 mg scale. The reaction was monitored by TLC and LCMS. Acid (1.0 eq), Amine (1.0 eq), HATU (1.5 eq), DIPEA (3.0 eq), DMF (5 vol).