Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2093550Generated: October 30, 2026

Triethylamine → HCID 58201199, compound

https://huagongshe.com/reaction/2093550

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2-DimethylaminopyridineHCID 21885—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
Reactant1209459-79-9HCID 58201198—
SolventDichloromethaneHCID 6344—
ProductHCID 58201199HCID 5820119999.6%

Reaction Steps

The above (5-bromo-4-methoxy-3-methylpyridin-2-yl)methanol (500 mg) was dissolved in dichloromethane (10 ml), and t-butyldimethylsilyl chloride (487 mg), triethylamine (0.48 ml), and dimethylaminopyridine (30 mg) were then added to the solution under cooling in an ice bath. The resulting mixture was stirred at room temperature overnight. Thereafter, the reaction solution was diluted with dichloromethane, and was then washed with a saturated sodium bicarbonate solution. The organic layer was dried over anhydrous sodium sulfate, and the filtrate was then concentrated. The residue was purified by silica gel column chromatography (hexane-ethyl acetate), so as to obtain the title compound (743 mg) as an oily substance.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08445504B2
Source datasetuspto-grants-2013_05
ORD IDord-06832b2564f3455b8d83563cda483936
Source noteuspto-grants-2013_05