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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 391727Generated: 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/391727

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 15A 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 numberUS08383822B2
Source datasetuspto-grants-2013_02
ORD IDord-486badbfe6c6417593f97948cbbfec96
Source noteuspto-grants-2013_02