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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2204335Generated: October 31, 2026

Dichloromethane → 5-Bromo-6-methoxy-3-pyridineacetonitrile

https://huagongshe.com/reaction/2204335

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantSodium CyanideHCID 8929—
ReactantSodium BicarbonateHCID 516892—
Reactant3-Bromo-5-bromomethyl-2-methoxy-pyridineHCID 58539510—
SolventWaterHCID 962—
Product5-Bromo-6-methoxy-3-pyridineacetonitrileHCID 58539392—

Reaction Conditions

Temperature50 °C

Reaction Steps

To a suspension of 3-bromo-5-bromomethyl-2-methoxy-pyridine (Step AM2) (3.9 g, 14.0 mmol) in H2O was added NaCN (750 mg, 15.3 mmol) and the mixture was stirred at 50° C. for 1.5 h. CH2Cl2 and a saturated aqueous solution of NaHCO3 were added and the phases were separated. The organic layer was washed with H2O and brine, dried (MgSO4), filtered and concentrated. The crude product was purified by silica gel column chromatography (heptane/EtOAc, 80:20→0:100). tR: 0.88 min (LC-MS 1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365576B2
Source datasetuspto-grants-2016_06
ORD IDord-5aa2b8b6860644b6bd34ff05eabadaa9
Source noteuspto-grants-2016_06