Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 431926Generated: October 31, 2026

1,2-Dimethoxyethane → HCID 9966748, compound

https://huagongshe.com/reaction/431926

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DimethoxyethaneHCID 8071—
ReactantSodium CarbonateHCID 10340—
Reactant(Pyridin-4-yl)boronic acidHCID 2734379—
ReactantHCID 9836725HCID 9836725—
CatalystHCID 178418397HCID 178418397—
SolventHexaneHCID 8058—
SolventEthyl AcetateHCID 8857—
ProductHCID 9966748HCID 99667487%

Reaction Steps

In a similar fashion, 3-(2-pyridyl)-5-(3-bromo-5-fluorophenyl)-1,2,4-oxadiazole (30 mg, 0.093 mmol), pyridine-4-boronic acid (17.1 mg, 0.093 mmol), and Pd(PPh3)4 (10.4 mg, 0.0093 mmol) in a solution of and ethylene glycol dimethyl ether (1 mL) and 2M sodium carbonate (1 mL) was heated in a sealed vial at 100° C. for 1 hour. Standard work up and silica gel chromatography using a gradient of 50% ethyl acetate in hexane to 100% ethyl acetate afforded 2 mg (7%) of 3-(2-pyridyl)-5-(3-fluoro-5-(4-pyridyl)phenyl)-1,2,4-oxadiazole: 1H-NMR (CDCl3), δ (ppm): 8.88 (d, 1H), 8.79 (d, 2H), 8.40 (s, 1H), 8.25 (d, 1H), 8.06 (md, 1H), 7.90 (td, 1H), 7.60 (m, 3H), 7.50 (ddd, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06660753B2
Source datasetuspto-grants-2003_12
ORD IDord-c7bf8bfea6a3484bb9f4333d24d6d5eb
Source noteuspto-grants-2003_12