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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1966225Generated: October 31, 2026

Water → HCID 86644604, compound

https://huagongshe.com/reaction/1966225

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactant2-Bromoethyl methyl etherHCID 80972—
Reactant2-Bromo-5-hydroxypyridineHCID 2762865—
SolventDimethylformamideHCID 6228—
ProductHCID 86644604HCID 8664460442%

Reaction Steps

2-Bromo-5-hydroxypyridine (1 mmol) is dissolved in DMF (2.5 ml) and NaH (1.4 eq., 60% suspension in liquid paraffin) is added. After 30 min 1-Bromo-2-methoxy-ethane (1.1 eq.) is added and the reaction solution is stirred 3 days. The reaction solution is pored into water and extracted with methyl-tert.-butyl ether. The combined organic layers are dried over MgSO4 and the solvent is removed in vacuo. 2-Bromo-5-(2-methoxyethoxy)-pyridine is obtained after column chromatography as colorless powder in a yield of 42%; HPLC (method C): 1.48 min; LC-MS (method A): 1.11 min, 231.95 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08420642B2
Source datasetuspto-grants-2013_04
ORD IDord-1044a7776fed4ce7a995d006812eb10d
Source noteuspto-grants-2013_04