Table 2.
The impact of the various bases used in the model reaction on the yield of compound 3.
| Reaction No | base | solvent [1 mL] | yield [%]* |
|---|---|---|---|
| 1 | K2CO3 | DMF | 96 |
| 2 | ACN | 99 | |
| 3 | water | 97 | |
| 4 | NaOH | DMF | 6 |
| 5 | ACN | 44 | |
| 6 | water | 100 | |
| 7 | KOH | DMF | 4 |
| 8 | ACN | 35 | |
| 9 | water | 93 | |
| 10 | TEA | DMF | 59 |
| 11 | ACN | 91 | |
| 12 | water | 95 | |
| 13 | PS | DMF | 40 |
| 14 | DABCO | DMF | 70 |
| 15 | ACN | 64 | |
| 16 | water | 60 | |
| 17 | Na2CO3 | DMF | 59 |
| 18 | ACN | 100 | |
| 19 | water | 98 | |
| 20 | DIPEA | DMF | 61 |
| 21 | ACN | 90 | |
| 22 | water | 94 | |
| 23 | pyridine | DMF | 31 |
| 24 | ACN | 96 | |
| 25 | water | 100 | |
| 26 | NH3 aq. | DMF | 85 |
| 27 | ACN | 81 | |
| 28 | water | 83 | |
| 29 | DBU | DMF | 81 |
| 30 | ACN | 90 | |
| 31 | water | 63 |
* Yield determined by the analysis of the post-reaction mixture composition using LC-MS;