HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → N-(4-tert-butyl-phenyl)-2,6-difluoro-nicotinamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | N-(1,1-Dimethylethyl)benzenamine | HCID 254260 | — |
| Reactant | 2,6-Difluoropyridine-3-carboxylic acid | HCID 10583070 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-(4-tert-butyl-phenyl)-2,6-difluoro-nicotinamide | HCID 22249203 | — |
Reaction Steps
A solution of 2,6-difluoropyridine-3-carboxylic acid (3.2 g, 20 mmol), t-butylaniline (3.0 g, 20 mmol), HOBt (2.6 g, 20 mmol), EDAC (8 g, 40 mmol), and DIEA (8 mL) in CH2Cl2 (80 mL) was stirred at RT for 1 h. The mixture was washed with aq. NaHCO3 and brine. The organic solution was dried over Na2SO4 and concentrated in vacuo. The residue was purified via flash chromatography on silica (Hex:EtOAc=4:1) to give a light yellow flaky crystal as desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08642624B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-0b3de5877cee4bfdbfe3bae77cece2f3 |
| Source note | uspto-grants-2014_02 |