HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 6-Chloro-4-(thiophen-2-ylmethylamino)nicotinamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Formamide | HCID 713 | — |
| Reactant | Sodium ethoxide | HCID 2723922 | — |
| Reactant | Ethyl 6-chloro-4-(thiophen-2-ylmethylamino)nicotinate | HCID 86664545 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 6-Chloro-4-(thiophen-2-ylmethylamino)nicotinamide | HCID 58439831 | 79.2% |
Reaction Steps
To a solution of ethyl 6-chloro-4-(thiophen-2-ylmethylamino)nicotinate (1.54 g, 5.19 mmol) in DMF (8 mL) and HCONH2 (2 mL, 50.3 mmol), NaOEt (21% by wt., 7.80 mL, 20.9 mmol) in EtOH was added. The mixture was stirred at room temperature for 20 min. HOAc (2 mL) was added to neutralize NaOEt. Water was then added to induce precipitation. The precipitate was collected, dried on vacuum to give 6-chloro-4-(thiophen-2-ylmethylamino)nicotinamide as a solid (1.10 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09102625B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-708b26475f07488aa45eb68d998c2a85 |
| Source note | uspto-grants-2015_08 |