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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2207869Generated: November 2, 2026

Triethylamine → HCID 131735934, compound

https://huagongshe.com/reaction/2207869

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 67209080HCID 67209080—
SolventDichloromethaneHCID 6344—
ProductHCID 131735934HCID 13173593484.1%

Reaction Steps

3-(5-Bromo-pyridin-2-yl)-acrylic acid (1.3 g, 5.7 mmol) prepared in Step 1, N,O-dimethylhydroxylamine hydrochloride (0.7 g, 6.8 mmol), HOBT (1.5 g, 11.4 mmol), EDAC (2.2 g, 11.4 mmol) and triethylamine (1.6 mL, 11.4 mmol) were added to dichloromethane (42.0 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 1.3 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-cdde8c51b3a14008a967484742dfc2ff
Source noteuspto-grants-2016_06