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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2220756Generated: October 31, 2026

Ethyl Acetate → N1-Methyl-N1-pyridin-4-yl-ethane-1,2-diamine

https://huagongshe.com/reaction/2220756

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantAluminium lithium hydrideHCID 21226445—
ReactantHCID 69153779HCID 69153779—
SolventTetrahydrofuranHCID 8028—
ProductN1-Methyl-N1-pyridin-4-yl-ethane-1,2-diamineHCID 59773503—

Reaction Conditions

Temperature70 °C

Reaction Steps

2-Amino-N-methyl-N-pyridin-4-yl-acetamide trifluoroacetate (182, 1.0 eq.) was dissolved in anhydrous THF (50 mL) under argon. A 1 M solution of LiAlH4 in THF (6.1 eq.) was added dropwise at rt and the reaction vessel was placed in an oil bath. The temperature was raised to 70° C. and the mixture stirred for 15 hr. The reaction mixture was cooled and quenched by the slow addition of water (5 mL). Solvents were evaporated to give a white solid which was titurated several times with ethyl acetate to give compound 183 as a colourless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07417152B2
Source datasetuspto-grants-2008_08
ORD IDord-6d6b67a697ac4eab80ebd4fb9ba66612
Source noteuspto-grants-2008_08