HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-Butyl 6-nitro-3',6'-dihydro-[3,4'-bipyridine]-1'(2'H)-carboxylate → 2-Nitro-5-(1,2,3,6-tetrahydropyridin-4-yl)pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-Butyl 6-nitro-3',6'-dihydro-[3,4'-bipyridine]-1'(2'H)-carboxylate | HCID 49840377 | — |
| Solvent | 1,4-Dioxane hydrochloride | HCID 20443148 | — |
| Product | 2-Nitro-5-(1,2,3,6-tetrahydropyridin-4-yl)pyridine | HCID 86684437 | 74% |
Reaction Steps
A mixture of tert-butyl 4-(6-nitropyridin-3-yl)-5,6-dihydropyridine-1(2H)-carboxylate 200a (2.0 g, 6.6 mmol) in HCl/dioxane (20 mL, 4M) was stirred at room temperature for 2 hours. It was then evaporated under reduced pressure. The residue was washed with ethyl acetate (3×7 mL) to afford 232a as a yellow solid (1.0 g, 74%). MS-ESI: [M+H]+ 206.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08716274B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-621f81d8187341b3ad5087c811bed69a |
| Source note | uspto-grants-2014_05 |