HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → N-(6-Methylpyridin-2-yl)pivalamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Amino-6-methylpyridine | HCID 15765 | — |
| Reactant | Pivaloyl chloride | HCID 62493 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-(6-Methylpyridin-2-yl)pivalamide | HCID 3251458 | 82.2% |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
2-amino-6-picoline (26 g) was dissolved in dichloromethane (280 ml) and the reactor was cooled to 0° C., followed by adding triethylamine (30 g) thereto. To the obtained solution was slowly added dropwise a solution of trimethylacetylchloride (31.8 g) in dichloromethane (20 ml) and the mixture was stirred at room temperature for 3 hours. The resulting mixture was filtered, washed with water, dried over anhydrous magnesium sulfate, concentrated under reduced pressure and then crystallized (dichloromethane/petroleum ether) to yield a pale yellow solid (38 g, 82%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08071650B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-4426d1f5d4a0452eb78109d2e8e31bb3 |
| Source note | uspto-grants-2011_12 |