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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1616436Generated: October 27, 2026

4-(((Tert-butyldimethylsilyl)oxy)methyl)-6-methyl-2-oxo-1,2-dihydropyridine-3-carbonitrile → 3-(aminomethyl)-4-(((tert-butyldimethylsilyl)oxy)methyl)-6-methylpyridin-2(1H)-one

https://huagongshe.com/reaction/1616436

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(((Tert-butyldimethylsilyl)oxy)methyl)-6-methyl-2-oxo-1,2-dihydropyridine-3-carbonitrileHCID 68294809—
ReactantHCID 178418361HCID 178418361—
CatalystNickelHCID 935—
SolventAmmoniaHCID 222—
SolventMethanolHCID 887—
Product3-(aminomethyl)-4-(((tert-butyldimethylsilyl)oxy)methyl)-6-methylpyridin-2(1H)-oneHCID 6829476063%

Reaction Steps

To a stirred solution of 4-(((tert-butyldimethylsilyl)oxy)methyl)-6-methyl-2-oxo-1,2-dihydropyridine-3-carbonitrile (5.5 g, 19.7 mmol) in methanol (100 mL) and ammonia (30 mL) was added Raney nickel (quantitative) and the reaction mixture was stirred in presence of hydrogen under balloon pressure for 14 h. On completion, reaction mixture was filtered through celite and washed with methanol. Removal of the solvent under reduced pressure afforded the desired compound (3.5 g, 63%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08765732B2
Source datasetuspto-grants-2014_07
ORD IDord-80fb6c174169404a808252e5a23d91c4
Source noteuspto-grants-2014_07