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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

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2-Chloro-5-nitropyridineHCID 78308—
Reactant2,2-Dimethyl-3-(piperidine-4-yl)-propionic acid methyl esterHCID 59261023—
SolventTetrahydrofuranHCID 8028—
Product2,2-dimethyl-3-(5'-nitro-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-4-yl)-propionic acid methyl esterHCID 6673814679.4%

Reaction Conditions

Temperature140 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08058299B2
Source datasetuspto-grants-2011_11
ORD IDord-7b4d13820e45447984063b330925f50d
Source noteuspto-grants-2011_11