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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 385892Generated: October 31, 2026

Triethylamine → N-[(6-bromopyridin-2-yl)methyl]-2-cyanoacetamide

https://huagongshe.com/reaction/385892

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantCyanoacetic acidHCID 9740—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant1-Hydroxybenzotriazole hydrateHCID 2796029—
Reactant1-(6-Bromopyridin-2-yl)methanamine--hydrogen chloride (1/1)HCID 45789886—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductN-[(6-bromopyridin-2-yl)methyl]-2-cyanoacetamideHCID 59526353—

Reaction Steps

6-Bromo-2-pyridinemethanamine hydrochloride (0.25 g, 1.12 mmol) was taken up in DMF (8.4 mL) and triethylamine (0.31 mL, 2.24 mmol) was added. After five minutes, cyanoacetic acid (0.095 g, 1.12 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (0.21 g, 1.12 mmol), 1-hydroxybenzotriazole hydrate (0.18 g, 1.14 mmol) were added and the reaction was maintained at room temperature overnight. Upon completion the mixture was diluted with ethyl acetate, washed with water, dried over magnesium sulfate, filtered and concentrated. The crude material was purified by silica gel chromatography to yield the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08367706B2
Source datasetuspto-grants-2013_02
ORD IDord-d9570feb955744e3a5b2f02a1eb1a374
Source noteuspto-grants-2013_02