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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1044369Generated: October 26, 2026

1,2-Dichloroethane → 1-Tert-butyl 3-ethyl 3-{2-[(4-methylpyridin-3-yl)amino]ethyl}piperidine-1,3-dicarboxylate

https://huagongshe.com/reaction/1044369

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
Reactant3-Amino-4-picolineHCID 137935—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant1-Tert-butyl 3-ethyl 3-(2-oxoethyl)piperidine-1,3-dicarboxylateHCID 57970878—
SolventWaterHCID 962—
Product1-Tert-butyl 3-ethyl 3-{2-[(4-methylpyridin-3-yl)amino]ethyl}piperidine-1,3-dicarboxylateHCID 66722624—

Reaction Steps

4-Methylpyridin-3-amine (36.0 mg, 0.000333 mol) was added to a solution of 1-tert-butyl 3-ethyl 3-(2-oxoethyl)piperidine-1,3-dicarboxylate (0.095 g, 0.00032 mol) in 1,2-dichloroethane (1.9 mL, 0.025 mol) and followed by sodium triacetoxyborohydride (0.20 g, 0.00095 mol) and the mixture was stirred for 24 h. The mixture was poured into pre-cooled water, extracted with ethyl acetate. The organic layer was separated, dried and concentrated. The product was purified by CombiFlash using CH2Cl2/EtOAc (max EtOAc 50%). LC-MS: 392.3 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08563570B2
Source datasetuspto-grants-2013_10
ORD IDord-b26ab11a5bea4b4abc0c36790d1712f9
Source noteuspto-grants-2013_10