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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 709631Generated: October 31, 2026

Imidazole → 6-((Tert-butyldiphenylsilyloxy)methyl)-2-chloro-3-(2-fluoro-5-methoxyphenyl)pyridine

https://huagongshe.com/reaction/709631

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
ReactantWaterHCID 962—
Reactanttert-ButyldiphenylchlorosilaneHCID 94078—
Reactant(6-Chloro-5-(2-fluoro-5-methoxyphenyl)pyridin-2-yl)methanolHCID 117760199—
SolventDimethylformamideHCID 6228—
Product6-((Tert-butyldiphenylsilyloxy)methyl)-2-chloro-3-(2-fluoro-5-methoxyphenyl)pyridineHCID 131733898252%

Reaction Steps

To a solution of (6-chloro-5-(2-fluoro-5-methoxyphenyl)pyridin-2-yl)methanol (3.00 g) and tert-butylchlorodiphenylsilane (1.53 g) in DMF (7.0 mL) was added imidazole (1.53 g) at room temperature, and the mixture was stirred for 14 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to give the title compound (7.10 g) as a pale-yellow oil. This compound was used for the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181186B2
Source datasetuspto-grants-2015_11
ORD IDord-2596c6f28ae34437a98e39efaae342ae
Source noteuspto-grants-2015_11