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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1892221Generated: October 28, 2026

Dimethylamine → HCID 58476637, compound

https://huagongshe.com/reaction/1892221

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylamineHCID 674—
ReactantDiisopropylethylamineHCID 81531—
ReactantO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
ReactantHCID 42553143HCID 42553143—
SolventDichloromethaneHCID 6344—
ProductHCID 58476637HCID 5847663795.2%

Reaction Steps

To a solution of (2E)-3-(5-bromo-2-methoxypyridin-3-yl)acrylic acid (1.00 g, 3.87 mmol) in DCM (10 mL) were added dimethylamine (2.0 M in THF, 5.80 mmol), DIEA (2.02 mL, 11.6 mmol) and TBTU (1.49 g, 4.65 mmol). The reaction mixture was allowed to stir at rt overnight. The reaction was quenched with water and then the aqueous solution was extracted with DCM. The organic solutions were combined, washed with brine, dried over Na2SO4, filtered and concentrated. The residue was purified by column chromatography to give (2E)-3-(5-bromo-2-methoxypyridin-3-yl)-N,N-dimethylacrylamide (1.05 g, 95%) as a white solid. LCMS (FA): Rt=1.68 min, m/z=285.1 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08507667B2
Source datasetuspto-grants-2013_08
ORD IDord-abb3c9a5fc8d4b4a97e69c7a2288c338
Source noteuspto-grants-2013_08