HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Ethyl 6-chloro-4-(thiophen-2-ylmethylamino)nicotinate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | (2-Thienylmethyl)amine | HCID 34005 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Ethyl 4,6-dichloropyridine-3-carboxylate | HCID 600045 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | Ethyl 6-chloro-4-(thiophen-2-ylmethylamino)nicotinate | HCID 86664545 | 100.4% |
Reaction Steps
A solution of ethyl 4,6-dichloronicotinate (1.14 g, 5.18 mmol), 2-thiophenemethylamine (0.530 mL, 5.17 mmol) and DIEA (1.80 mL, 10.3 mmol) in NMP (10 mL) was stirred at 90 C for 18 h. Water and EtOAc were added. The organic phase was washed with water, then was dried over Na2SO4, concentrated in vacuo to give ethyl 6-chloro-4-(thiophen-2-ylmethylamino)nicotinate as an oil (1.54 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09102625B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-9a13fd3e07b54ce28812175e5b07b24b |
| Source note | uspto-grants-2015_08 |