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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 40717Generated: October 29, 2026

Water → HCID 58220156, compound

https://huagongshe.com/reaction/40717

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
ReactantN-(2,6-dichloro-pyridin-3-yl)-4-methoxy-benzamideHCID 58220150—
SolventDimethylformamideHCID 6228—
ProductHCID 58220156HCID 5822015659.1%

Reaction Conditions

Temperature160 °C

Reaction Steps

N-(2,6-Dichloro-pyridin-3-yl)-4-methoxy-benzamide (3.86 g, 13.0 mmol) and K2CO3 (1.80 g, 13 mmol) were combined in DMF (15 mL) and heated by microwave to 160° C. for 30 minutes. The resulting mixture was poured into water (100 mL) causing the formation of a precipitate which was collected by filtration and washed with additional water before drying overnight in vacuo. The resulting solid was purified with silica gel flash chromatography (0-60% EtOAc in hexanes) to afford 5-chloro-2-(4-methoxy-phenyl)-oxazolo[5,4-b]pyridine (2.0 g, 7.67 mmol, 59.1% yield) which was used in subsequent reactions without further purification. ES MS (M+H+)=261.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08530483B2
Source datasetuspto-grants-2013_09
ORD IDord-066f0a9fb8014c528d829895a2a6db74
Source noteuspto-grants-2013_09