HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 557701Generated: October 30, 2026
Triethylamine → 2,2-dimethyl-3-(5'-nitro-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-4-yl)-propionic acid methyl ester
https://huagongshe.com/reaction/557701
Participants
| Role | Name | HCID | Charge |
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| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Chloro-5-nitropyridine | HCID 78308 | — |
| Reactant | 2,2-Dimethyl-3-(piperidine-4-yl)-propionic acid methyl ester | HCID 59261023 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2,2-dimethyl-3-(5'-nitro-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-4-yl)-propionic acid methyl ester | HCID 66738146 | 79.4% |
Reaction Steps
2,2-Dimethyl-3-(piperidine-4-yl)-propionic acid methyl ester (156 mg, 0.78 mmol) from above was mixed with 2-chloro-5-nitropyridine (124 mg, 0.78 mol) in tetrahydrofuran (2 mL) containing triethylamine (0.24 mL). The mixture was heated in a microwave at 140° C. for 30 minutes. The mixture was extracted with ethyl acetate and water. The organic layer was washed with brine and dried. Solvents were evaporated and the residue was triturated with ether to give 2,2-dimethyl-3-(5′-nitro-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-4-yl)-propionic acid methyl ester (199 mg) as a crystalline material. The NMR spectrum obtained on the sample is compatible with its structure.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08058299B2 |
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| Source dataset | uspto-grants-2011_11 |
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| ORD ID | ord-7b4d13820e45447984063b330925f50d |
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| Source note | uspto-grants-2011_11 |
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