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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 78607Generated: October 29, 2026

Sodium Carbonate → HCID 59472217, compound

https://huagongshe.com/reaction/78607

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant1,4-DioxaneHCID 31275—
Reactant2-Acetamidophenylboronic acidHCID 2737789—
Reactant5-Bromo-3-(5-phenyl-1,3,4-oxadiazol-2-yl)pyrazin-2-amineHCID 58084342—
CatalystHCID 178418397HCID 178418397—
SolventMethanolHCID 887—
ProductHCID 59472217HCID 5947221728%

Reaction Conditions

Temperature150 °C

Reaction Steps

A solution of 5-bromo-3-(5-phenyl-1,3,4-oxadiazol-2-yl)pyrazin-2-amine (100 mg, 0.31 mmol), 2-ethanamidophenylboronic acid (56.25 mg, 0.31 mmol), tetrakis(triphenylphosphine)palladium (18.17 mg, 0.015 mmol) and Na2CO3 (471 μL, 2M aqueous solution) were added to a 10 mL microwave vial. Dioxane (3 mL) was then added and the vial sealed. The reaction mixture was heated in the microwave at 150° C. for 30 min. After this time methanol was added and the reaction mixture filtered. The solid was then washed with water (5 mL) and MeOH (5 mL) and dried under vacuum to give the product (31.0 mg, 28% yield); 1H NMR (400.0 MHz, DMSO) d 2.04 (s, 3H), 7.26 (t, 1H), 7.44-7.40 (m, 1H), 7.69-7.67 (m, 4H), 7.80 (d, 2H), 8.15-8.13 (m, 3H), 8.73 (s, 1H) and 10.76 (s, 1H) ppm; MS (ES+) 373.0

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08841308B2
Source datasetuspto-grants-2014_09
ORD IDord-7310d1f743b342f0ab7ad42d81bb19ff
Source noteuspto-grants-2014_09