Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2204336Generated: November 1, 2026

Water → 3-Bromo-5-bromomethyl-2-methoxy-pyridine

https://huagongshe.com/reaction/2204336

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAzobisisobutyronitrileHCID 6547—
ReactantN-bromobutanimideHCID 67184—
Reactant3-Bromo-2-methoxy-5-methylpyridineHCID 21952757—
SolventDichloromethaneHCID 6344—
Product3-Bromo-5-bromomethyl-2-methoxy-pyridineHCID 58539510—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 3-bromo-2-methoxy-5-methyl-pyridine (Step AM3) (3.0 g, 14.7 mmol), was added NBS (3.1 g, 17.6 mmol) and AIBN (121 mg, 0.7 mmol) and the mixture was stirred at 80° C. for 1 h. H2O and CH2Cl2 were added and the phases were separated. The organic layer was dried (MgSO4), filtered and concentrated. The crude product was purified by silica gel column chromatography (heptane/EtOAc, 95:5→0:100). tR: 1.10 min (LC-MS 1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365576B2
Source datasetuspto-grants-2016_06
ORD IDord-7914d3c9fc9743d8900aa49bc7b48a04
Source noteuspto-grants-2016_06