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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1167523Generated: October 29, 2026

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

https://huagongshe.com/reaction/1167523

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 g of (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 numberUS06617324B1
Source datasetuspto-grants-2003_09
ORD IDord-91da642b27a54e7fabcac7c46115df45
Source noteuspto-grants-2003_09