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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2247759Generated: October 30, 2026

Diethyl Ether → 2-Ethyl-6-(((triisopropylsilyl)oxy)methyl)nicotinonitrile

https://huagongshe.com/reaction/2247759

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
Reactant2-(Methylsulfonyl)-6-(((triisopropylsilyl)oxy)methyl)nicotinonitrileHCID 68526961—
ReactantHCID 178418443HCID 178418443—
Product2-Ethyl-6-(((triisopropylsilyl)oxy)methyl)nicotinonitrileHCID 68524507—

Reaction Steps

The crude product of the title compound was synthesized by conducting the similar reaction to that mentioned in Example 24 (24c) using 2-(methylsulfonyl)-6-{[(triisopropylsilyl)oxy]methyl}nicotinonitrile (0.78 g, 2.1 mmol) that was obtained in Example 24 (24b) and a 3.0 M solution of ethylmagnesium bromide in ether (1.4 ml, 4.2 mmol). Subsequently, the crude product of the title compound thus obtained was purified by chromatography on a silica gel column using a mixed solvent of ethyl acetate and hexane (0:10 to 1:9) as the eluent to afford the title compound (0.65 g) in a yield of 97% as a white crystalline solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07687491B2
Source datasetuspto-grants-2010_03
ORD IDord-99af06373d2943f291732fbc25d5080e
Source noteuspto-grants-2010_03