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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 869903Generated: October 30, 2026

Methyl iodide → 3-Bromo-2-methoxy-5-methylpyridine

https://huagongshe.com/reaction/869903

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantHCID 178430683HCID 178430683—
CatalystHCID 178418647HCID 178418647—
SolventDichloromethaneHCID 6344—
Product3-Bromo-2-methoxy-5-methylpyridineHCID 21952757—

Reaction Steps

To 3-bromo-5-methylpyridin-2-ol (500 mg, 2.7 mmol) and silver carbonate (2.6 g, 9.6 mmol) suspended in dichloromethane (10 mL) was added iodomethane (0.83 mL, 13 mmol). The reaction mixture was allowed to stir at room temperature overnight. The reaction mixture was filtered through a pad of celite and the volatiles were evaporated to yield 3-bromo-2-methoxy-5-methylpyridine, which was used directly in the next step. ESI-MS m/z calc. 201.0. found 202.3 (M+1)+. Retention time 1.51 minutes.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08969386B2
Source datasetuspto-grants-2015_03
ORD IDord-87d2fd7b94f141d89814918cb66633fe
Source noteuspto-grants-2015_03