HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → Tert-butyl 3-[(5-cyanopyridin-2-yl)amino]piperidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-BOC-3-Aminopiperidine | HCID 545809 | — |
| Reactant | 6-Chloro-3-pyridinecarbonitrile | HCID 5152094 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | Tert-butyl 3-[(5-cyanopyridin-2-yl)amino]piperidine-1-carboxylate | HCID 57911756 | — |
Reaction Conditions
| Temperature | 140 °C |
|---|
Reaction Steps
1.0 g (4.99 mmol) of tert-butyl 3-aminopiperidine-1-carboxylate and 1.383 g (9.99 mmol) of 6-chloropyridine-3-carbonitrile and 1.29 g (9.99 mmol) of diisopropylethylamine are suspended in 40 ml of DMSO and heated in a microwave at 140° C. for 45 min. The mixture is substantially freed of DMSO by kugelrohr distillation, water is added, and the precipitate which separates out is filtered off. Drying under high vacuum results in 2.24 g (46% of theory) of the product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08273752B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-539bf632d28e4417be2f08711387621e |
| Source note | uspto-grants-2012_09 |