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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2207889Generated: October 31, 2026

Triethylamine → HCID 131735943, compound

https://huagongshe.com/reaction/2207889

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantMethanamine, N-methoxy-, hydrochloride (1:1)HCID 81138—
ReactantHCID 53401839HCID 53401839—
SolventDichloromethaneHCID 6344—
ProductHCID 131735943HCID 13173594360.5%

Reaction Steps

3-(6-Bromo-pyridin-2-yl)-acrylic acid (4.5 g, 19.5 mmol) prepared in Step 1, N,O-dimethylhydroxylamine hydrochloride (2.3 g, 23.4 mmol), HOBT (5.3 g, 39.1 mmol), EDAC (7.5 g, 39.1 mmol) and triethylamine (5.4 mL, 39.1 mmol) were added to dichloromethane (100.0 mL). The reaction mixture was stirred at room temperature for 18 hours, quenched with a saturated solution of ammonium chloride, and then extracted with dichloromethane. The extract was washed with brine, dried on anhydrous magnesium sulfate, and then concentrated under reduced pressure to give a yellow liquid residue. The resulting residue was purified by silica gel column chromatography (eluent: ethyl acetate/n-hexane=1/9) to give 3.2 g of the titled compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09376420B2
Source datasetuspto-grants-2016_06
ORD IDord-f25f5dd0aeb54deeb361c6f217e53da5
Source noteuspto-grants-2016_06