HuagongsheHuagongshe Chemistry Print Report · For research reference only
Nicotinic Acid → Methyl-phenyl-carbamic Acid 4-{2-[(pyridine-3-carbonyl)-amino]-ethyl}-phenyl Ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Nicotinic Acid | HCID 938 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | Methyl-phenyl-carbamic acid 4-(2-amino-ethyl)phenyl Ester | HCID 69520583 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Methyl-phenyl-carbamic Acid 4-{2-[(pyridine-3-carbonyl)-amino]-ethyl}-phenyl Ester | HCID 69517683 | 15% |
Reaction Steps
A solution of 3-pyridinecarboxylic acid (0.3 mmol), EDAC (0.36 mmol) and triethylamine (0.36 mmol) in CH2Cl2 (10 mL) was added N-hydroxybenzoetriazole and N-methyl-N-phenyl-carbamic acid 4-(2-amino-ethyl)phenyl ester as its TFA salt (0.3 mmol). The mixture was stirred 16 h at rt and purified by preparative HPLC (Gilson) to give the title compound in 15% yield as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07067517B2 |
| Source dataset | uspto-grants-2006_06 |
| ORD ID | ord-0add70fa3d7045cabdb8044037ed6670 |
| Source note | uspto-grants-2006_06 |