HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 6-((2R,5S)-2,5-Dimethyl-piperazin-1-yl)-nicotinonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2,5-Dimethylpiperazine, trans- | HCID 220672 | — |
| Reactant | 6-Chloro-3-pyridinecarbonitrile | HCID 5152094 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | 6-((2R,5S)-2,5-Dimethyl-piperazin-1-yl)-nicotinonitrile | HCID 57471610 | 9% |
Reaction Steps
Combine (2S,5R)-2,5-dimethyl-piperazine (200 mg, 1.75 mmol), 6-chloro-nicotinonitrile (1.75 mmol) and triethylamine (5.25 mmol) in a 0.875 M solution of 1-methyl-2-pyrrolidinone. Microwave reaction mixture for 30 min at 150° C. Partition between ethyl acetate and water, collecting organic phase. Wash aqueous layer again with ethyl acetate and combine organics. Dry with sodium sulfate, filter and concentrate. Purify on preparative HPLC to give the title compound. (9% yield)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08536168B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-bc5f400ac57641de862139b65cf0bb17 |
| Source note | uspto-grants-2013_09 |