HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2097779Generated: October 30, 2026
Methyl 6-chloro-5-nitronicotinate → (S)-Methyl 6-(2-(methoxycarbonyl)pyrrolidin-1-yl)-5-nitronicotinate
https://huagongshe.com/reaction/2097779
Participants
| Role | Name | HCID | Charge |
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| Reactant | Methyl 6-chloro-5-nitronicotinate | HCID 346961 | — |
| Reactant | Methyl L-prolinate | HCID 853477 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | (S)-Methyl 6-(2-(methoxycarbonyl)pyrrolidin-1-yl)-5-nitronicotinate | HCID 58324504 | 94% |
Reaction Steps
(S)-Methyl pyrrolidine-2-carboxylate (6.56 g, 50.8 mmol) was added to methyl 6-chloro-5-nitronicotinate (5.00 g, 23.1 mmol) and the reaction mixture was stirred at 90° C. for 10 min (exothermic reaction). It as cooled to room temperature, diluted with EtOAc (10 mL) and purified using flash column chromatography on silica gel (20-30% EtOAc in hexanes) to afford the title compound as a yellow oil (6.70 g, 94%). [M+H] calc'd for C13H15N3O6, 310. found, 310.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08450323B2 |
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| Source dataset | uspto-grants-2013_05 |
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| ORD ID | ord-6c0822d2c05145b18d666755562b7a2f |
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| Source note | uspto-grants-2013_05 |
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