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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 420740Generated: October 30, 2026

Triethylamine → HCID 58001760, compound

https://huagongshe.com/reaction/420740

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
Reactant2-Pyridinecarboxylic acid, 3-chloro-5-(hydroxymethyl)-, methyl esterHCID 58001759—
SolventDimethylformamideHCID 6228—
Solventtert-Butyl methyl etherHCID 15413—
ProductHCID 58001760HCID 5800176093.6%

Reaction Steps

A solution of methyl 3-chloro-5-(hydroxymethyl)-2-pyridinecarboxylate (332.6 mg, 1.650 mmol), Et3N (0.345 ml, 2.475 mmol), and tert-butyldimethylsilyl chloride (261 mg, 1.732 mmol) in DMF (4 ml) was stirred at room temperature for 3 h. The crude was diluted with TBME (40 ml) and organic phase was washed with water and brine. Combined organic phases were washed with sat NH4Cl, dried over Na2SO4, filtered, and concentrated under reduced pressure to give the title compound (488 mg, 84% yield) as yellow oil pure enough to be used in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08097628B2
Source datasetuspto-grants-2012_01
ORD IDord-13a36546836941619b2ba7852e856aa5
Source noteuspto-grants-2012_01