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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1048929Generated: October 25, 2026

3,4-Diethoxybenzamide → 2-(3,4-Diethoxyphenyl)-4-(pyridin-4-yl)oxazole

https://huagongshe.com/reaction/1048929

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,4-DiethoxybenzamideHCID 340342—
ReactantSodium BicarbonateHCID 516892—
Reactant4-(Bromoacetyl)pyridine hydrobromideHCID 2776239—
SolventDimethylformamideHCID 6228—
Product2-(3,4-Diethoxyphenyl)-4-(pyridin-4-yl)oxazoleHCID 591454902.7%

Reaction Conditions

Temperature170 °C

Reaction Steps

In a microwave vial were dissolved 2-bromo-1-(pyridin-4-yl)ethanone hydrobromide (134 mg, 0.478 mmol) and 3,4-diethoxybenzamide (100 mg, 0.478 mmol) in DMF (5 ml) and the reaction was heated at 170° C. for 40 min. The reaction mixture was poured in a saturated solution of NaHCO3 and extracted with EtOAc (50 ml×3). The combined organic phases were washed with a saturated solution of NaCl (2×30 ml) and concentrated under reduced pressure. The product was purified by column chromatography using CH2Cl2:MeOH (95:5) to yield 4 mg (2.7%) of the product. MS (EI) m/z: 311 (M+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09382217B2
Source datasetuspto-grants-2016_07
ORD IDord-81780c59be7d47e99146f4b089138f53
Source noteuspto-grants-2016_07