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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1725465Generated: November 1, 2026

Tert-butyl acetoacetate → N-(6-(tert-butyldimethylsilyloxymethyl)pyridin-2-yl)-3-oxobutanamide

https://huagongshe.com/reaction/1725465

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTert-butyl acetoacetateHCID 15538—
Reactant6-({[Tert-butyl(dimethyl)silyl]oxy}methyl)pyridin-2-amineHCID 21132230—
SolventTolueneHCID 1140—
ProductN-(6-(tert-butyldimethylsilyloxymethyl)pyridin-2-yl)-3-oxobutanamideHCID 57562590—

Reaction Conditions

Temperature100 °C

Reaction Steps

6.6 mL of tert-butyl acetoacetate was dissolved in 10 mL of toluene and the mixture was stirred at 100° C. for 1 hour. To the reaction solution was added a solution of 1.9 g (8.1 mmol) of 2-amino-6-(tert-butyldimethylsilyloxymethyl)pyridine in 5 mL of toluene and the mixture was stirred at the same temperature for 15 hours. The reaction solution was concentrated and the resulting residue was purified by a silica gel column chromatography to give 2.2 g of the title compound as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07491720B2
Source datasetuspto-grants-2009_02
ORD IDord-47bfb8db79994bb89708c03a7cb39ea0
Source noteuspto-grants-2009_02