Table 1. Effect of Different Amounts of Catalyst, Temperature, and Solvent on the Synthesis of Fused Nicotinonitrile Derivatives.
| entry | solvent | time (min) | cat. (mg) | temp. (°C) | yield (%) |
|---|---|---|---|---|---|
| 1 | 50 | 20 | 110 | 85 | |
| 2 | 80 | 10 | 110 | 70 | |
| 3 | 120 | 5 | 110 | 30 | |
| 4 | 65 | 15 | 110 | 45 | |
| 5 | 60 | 30 | 110 | 82 | |
| 6 | 180 | 110 | 15 | ||
| 7 | 180 | 20 | 25 | ||
| 8 | 120 | 20 | 50 | 25 | |
| 9 | 100 | 20 | 80 | 42 | |
| 10 | 65 | 20 | 100 | 72 | |
| 11 | 50 | 20 | 120 | 80 | |
| 12 | n-hexane | 180 | 20 | reflux | |
| 13 | EtOH | 120 | 20 | reflux | 72 |
| 14 | MeOH | 120 | 20 | reflux | 65 |
| 15 | DMF | 100 | 20 | 110 | 70 |
| 16 | CH2Cl2 | 180 | 20 | reflux | |
| 17 | CHCl3 | 180 | 20 | reflux | |
| 18 | CH3CN | 120 | 20 | reflux | 42 |
| 19 | EtOAc | 180 | 20 | reflux | |
| 20 | H2O | 120 | 20 | reflux | 27 |