HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl 6-chloro-5-nitronicotinate → (S)-methyl 6-(2-(methoxycarbonyl)piperidin-1-yl)-5-nitronicotinate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl 6-chloro-5-nitronicotinate | HCID 346961 | — |
| Reactant | (S)-Methyl piperidine-2-carboxylate | HCID 853680 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | (S)-methyl 6-(2-(methoxycarbonyl)piperidin-1-yl)-5-nitronicotinate | HCID 58324510 | 98% |
Reaction Steps
Methyl 6-chloro-5-nitronicotinate (2.333 g, 10.77 mmol) was added to (S)-methyl piperidine-2-carboxylate (2.93 g, 20.46 mmol) neat while stirring. The reaction was stirred 1 h at 90° C., cooled to room temperature and taken up in ethyl acetate (10 mL). The mixture was purified by SiO2 (330 g, 20-30% EA in Hexanes) to yield 3.4 g (98%) of the title compound as a yellow oil. [M+H] calc'd for C14H17N3O6, 324; found, 324.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08822470B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-5f2fa637bded404599423c993a65d6e4 |
| Source note | uspto-grants-2014_09 |