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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 422429Generated: November 1, 2026

2,6-Dimethoxybenzoyl chloride → Benzamide

https://huagongshe.com/reaction/422429

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,6-Dimethoxybenzoyl chlorideHCID 74810—
ReactantDiisopropylethylamineHCID 81531—
ReactantN-methyl-4-(pyridin-2-yl)but-3-yn-1-amineHCID 66598286—
SolventChloroformHCID 6212—
ProductBenzamideHCID 233112%

Reaction Conditions

Temperature0 °C

Reaction Steps

2,6-Dimethoxy-benzoyl chloride (81 mg, 0.41 mmol) was added to a solution, of methyl-(4-pyridin-2-yl-but-3-ynyl)-amine (50 mg, 0.31 mmol) and DIEA (69 μL, 0.41 mmol) in chloroform (2 mL) at 0° C. The reaction mixture was stirred at 0° C. for 10 min, at room temperature for 14 hours, quenched by the addition of water and extracted twice with chloroform. The organic phase was washed with saturated solution of NaHCO3, brine, dried over MgSO4, filtered and evaporated. The crude residue was purified by flash chromatography (DCM/MeOH 95:5) to yield 2,6-dimethoxy-N-methyl-N-(pyridin-2-yl)but-3-ynyl)benzamide (12 mg, 37 μmol, 12%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08101637B2
Source datasetuspto-grants-2012_01
ORD IDord-165d80c7be994fd7a570c361167ec348
Source noteuspto-grants-2012_01