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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2178106Generated: October 30, 2026

Dimethylamine → 1433965-43-5

https://huagongshe.com/reaction/2178106

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylamineHCID 674—
ReactantTriethylamineHCID 8471—
ReactantAmmonium ChlorideHCID 25517—
Reactant2-Bromopyridine-3-carboxylic acidHCID 233262—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant1-Hydroxybenzotriazole hydrateHCID 2796029—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product1433965-43-5HCID 9044936260%

Reaction Steps

In DMF (20 mL) was dissolved 2-bromonicotinic acid (2.00 g, 9.90 mmol). To this were added triethylamine (4.14 mL, 29.7 mmol), dimethylamine (2 mol/L solution in THF, 9.90 mL, 19.8 mmol), 1-hydroxybenzotriazole monohydrate (2.27 g, 14.85 mmol), and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (2.85 g, 14.85 mmol), and the mixture was stirred at room temperature for 12 hours. A saturated aqueous ammonium chloride solution was added to the mixture and extraction with ethyl acetate was performed. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, and filtered. The solvent was evaporated from the filtrate under-reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate) to give compound DA1 (1.40 g, 60% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09067923B2
Source datasetuspto-grants-2015_06
ORD IDord-c9e2a330ff274a81a862b5095b66dbb1
Source noteuspto-grants-2015_06