HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → 2,2-dimethyl-N-(pyridin-3-yl)propanamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Aminopyridine | HCID 10009 | — |
| Reactant | Pivaloyl chloride | HCID 62493 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2,2-dimethyl-N-(pyridin-3-yl)propanamide | HCID 4655044 | — |
Reaction Steps
To a solution of pyridin-3-ylamine (20 g, 212.49 mmol, CAS RN 462-08-8) in a mixture of THF:Et2O (175 mL; 2.5:1 v/v) was added slowly a solution of pivaloyl chloride (26 mL, 212.5 mmol, CAS RN 3282-30-2) in THF (50 mL) and Et3N (44 mL, 318.7 mmol) at 0° C. and left stirring at that temperature for 1 h. After the completion of reaction, the reaction mixture was filtered, and the filtrate was evaporated in vacuo. The crude filter cake was washed with n-hexane to yield the title compound. Colorless crystalline solid (32 g, 85%). MS (ESI): m/z=179.4 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08987307B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-fa02986f556c465589f7a0a62ccbc8be |
| Source note | uspto-grants-2015_03 |