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 were suspended in 40 ml of DMSO and heated to 140° C. in a microwave reactor for 45 min. The mixture was substantially freed of the DMSO by Kugelrohr distillation and admixed with water, and the precipitating solid was filtered off. After drying under high vacuum, 2.24 g (46% of theory) of the product were obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08664246B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-92151802975547a6bc1c359f2c6e7e1b |
| Source note | uspto-grants-2014_03 |