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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1060919Generated: November 1, 2026

tert-Butoxy bis(dimethylamino)methane → 2-Bromo-4-methylpyridine

https://huagongshe.com/reaction/1060919

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-Butoxy bis(dimethylamino)methaneHCID 79885—
Reactant2-Bromo-4-methylpyridineHCID 2734087—
Product2-Bromo-4-methylpyridineHCID 2734087—
ProductHCID 22037380HCID 22037380—

Reaction Steps

4-Methyl-2-bromopyridine (1.0 g, 5.8 mmol) and t-butoxybis(dimethylamino)methane (5 ml) were heated to 150° C. for 16 hours. 4-Methyl-2-bromopyridine was prepared as set forth in B. Adger et al., J. Chem. Soc., Perkin Trans. 1, pp. 2791-2796 (1988), which is incorporated herein by reference. The contents were evaporated and the residue dissolved in ethyl acetate and washed with water. The organic layer was dried over magnesium sulfate and solvent removed in vacuo to give 1.0 goof (E)-2-(2-bromo-4-pyridinyl)-N,N-dimethylethenamine as an oil suitable for use in step 2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06525059B1
Source datasetuspto-grants-2003_02
ORD IDord-c87b02cda8e64ea6ab00f1a651422645
Source noteuspto-grants-2003_02