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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1672231Generated: October 31, 2026

Dimethylamine → HCID 58476637, compound

https://huagongshe.com/reaction/1672231

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 numberUS07998952B2
Source datasetuspto-grants-2011_08
ORD IDord-0207f3bd30a0420ab23e0cd57aaf2d8d
Source noteuspto-grants-2011_08