HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Chloronicotinonitrile → (S)-N-(1-{4-[1-(3-Cyanopyridin-2-yl)piperidin-4-yl]phenyl}ethyl)acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Chloronicotinonitrile | HCID 81079 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | (S)-N-[1-(4-piperidin-4-yl-phenyl)ethyl]-acetamide | HCID 67125412 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | (S)-N-(1-{4-[1-(3-Cyanopyridin-2-yl)piperidin-4-yl]phenyl}ethyl)acetamide | HCID 67971247 | — |
Reaction Conditions
| Temperature | 130 °C |
|---|
Reaction Steps
50 μL (0.29 mmol) DIPEA are added to a mixture of 14 mg (0.10 mmol) 2-chloronicotinnitrile and 29 mg (0.11 mmol) (S)-N-[1-(4-piperidin-4-yl-phenyl)-ethyl]-acetamide (V.1) in 1.45 mL NMP. The mixture is stirred at 130° C. overnight. Subsequently the solvent is removed in vacuo, the residue is taken up in DMF and the mixture is purified using reversed phase HPLC (water/MeOH, 0.1% TFA) to yield the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09006450B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-9a04e1e5250547cf86f6299edc8eb6b4 |
| Source note | uspto-grants-2015_04 |