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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1665727Generated: October 27, 2026

Triethylamine → 1-(benzo[d][1,3]dioxol-5-yl)-N-(3-bromo-4-methoxyphenyl)cyclopropanecarboxamide

https://huagongshe.com/reaction/1665727

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant3-Bromo-4-methoxyanilineHCID 961083—
Reactant1-(Benzo[d][1,3]dioxol-5-yl)cyclopropanecarbonyl chlorideHCID 59129154—
SolventDichloromethaneHCID 6344—
Product1-(benzo[d][1,3]dioxol-5-yl)-N-(3-bromo-4-methoxyphenyl)cyclopropanecarboxamideHCID 59206376—

Reaction Steps

To a solution of the crude 1-benzo[1,3]dioxol-5-yl-cyclopropanecarbonyl chloride (3.0 mmol) in CH2Cl2 (30 mL) at ambient temperature was added a solution of 3-bromo-4-methoxybenzenamine (3.3 mmol), Et3N (15 mmol), and CH2Cl2 (90 mL) dropwise. The mixture was allowed to stir for 16 h before it was diluted with CH2Cl2 (500 mL). The solution was washed with 1N HCl (2×250 mL), sat. aq. NaHCO3 (2×250 mL), then brine (250 mL). The organics were dried over Na2SO4, filtered, and concentrated in vacuo to provide 1-(benzo[d][1,3]dioxol-5-yl)-N-(3-bromo-4-methoxyphenyl)cyclopropanecarboxamide (B-10) with suitable purity to be used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08039491B2
Source datasetuspto-grants-2011_10
ORD IDord-7707859f1afa45f58445db6e4eda67fb
Source noteuspto-grants-2011_10