HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 22054278, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1H-Imidazolium, 2-chloro-4,5-dihydro-1,3-dimethyl-, chloride | HCID 10986715 | — |
| Reactant | 3-Pyridinecarboxylicacid,2-amino-,1,1-dimethylethylester(9CI) | HCID 22054248 | — |
| Reactant | 5-(5,6-Dimethoxy-3-methyl-1,4-benzoquinon-2-yl)methyl-2-acetoxybenzoic Acid | HCID 22054271 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 22054278 | HCID 22054278 | 53.3% |
Reaction Steps
tert-Butyl 2-aminonicotinate (0.311 g, 1.604 mmol), triethylamine (0.162 g, 1.604 mmol) and 2-chloro-1,3-dimethylimidazolinium chloride (0.271 g, 1.604 mmol) were added to a methylene chloride solution (100 ml) of 5-(5,6-dimethoxy-3-methyl-1,4-benzoquinon-2-yl)methyl-2-acetoxybenzoic acid (0.200 g, 0.535 mmol) and the resulting solution was stirred at room temperature for 10 hours. The reaction solution was poured into ice water and then extracted with methylene chloride. The extract was washed with water and then dried, and the solvent was removed by distillation. The obtained residue was purified by preparative thin-layer chromatography (chloroform:methanol=15:1) to obtain the titled compound (0.157 g, 0.285 mmol, 53%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07064124B2 |
| Source dataset | uspto-grants-2006_06 |
| ORD ID | ord-6c9363857d7346bf8310416561c6ed07 |
| Source note | uspto-grants-2006_06 |