HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetonitrile → HCID 66656004, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Ethyl 4-piperidinecarboxylate | HCID 70770 | — |
| Reactant | 1-(6-Chloropyridin-3-yl)ethan-1-one | HCID 2779698 | — |
| Product | HCID 66656004 | HCID 66656004 | 89.9% |
Reaction Steps
To a stirred solution of piperidine-4-carboxylic acid ethyl ester (12.6 g, 0.080 mol) in CH3CN (250 mol), iPr2Net (33.7 mL, 0.193 mol) and 1-(6-chloro-pyridin-3-yl)-ethanone (10 g, 0.064 mol) were added. The reaction mixture was heated at reflux over night, and then volatiles evaporated under high vacuum. Column chromatography (SiO2, EtOAc/heptane, 1:9 to 1:1) yielded 15.9 g (89%) of 5′-acetyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-4-carboxylic acid ethyl ester as a yellow oil. ES-MS m/e: 277.2 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08507535B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-e305372092de43da9b8c87be746c20cd |
| Source note | uspto-grants-2013_08 |