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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 452220Generated: October 30, 2026

Ammonium formate → 1-(4-Amino-2-methylphenyl)-3-(2-{[tert-butyl(diphenyl)silyl]oxy}ethyl)pyridin-2(1H)-one

https://huagongshe.com/reaction/452220

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium formateHCID 2723923—
Reactant3-(2-{[tert-Butyl(diphenyl)silyl]oxy}ethyl)-1-(2-methyl-4-nitrophenyl)pyridin-2(1H)-oneHCID 59410216—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
SolventEthyl AcetateHCID 8857—
Product1-(4-Amino-2-methylphenyl)-3-(2-{[tert-butyl(diphenyl)silyl]oxy}ethyl)pyridin-2(1H)-oneHCID 59410199—

Reaction Conditions

Temperature80 °C

Reaction Steps

62 g (121 mmol) of the compound from Example 25A are dissolved in 2 l of a 1:1 mixture of ethanol and ethyl acetate, and 46 g (726 mmol) of ammonium formate and 0.6 g of palladium on carbon are added. The mixture is heated at 80° C. After 45 min, the mixture is allowed to cool and filtered through silica gel. The filter cake is washed with ethyl acetate and the filtrate is evaporated to dryness under reduced pressure. This gives 36 g (61% of theory) of the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08487111B2
Source datasetuspto-grants-2013_07
ORD IDord-ed453796df4248dea69600d278c0bae9
Source noteuspto-grants-2013_07