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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1497566Generated: October 31, 2026

Cesium carbonate → HCID 69671335, compound

https://huagongshe.com/reaction/1497566

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant1,4-DioxaneHCID 31275—
Reactant(4-Methoxyphenyl)boronic acidHCID 201262—
ReactantHCID 68900619HCID 68900619—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
ProductHCID 69671335HCID 6967133584.5%

Reaction Conditions

Temperature100 °C

Reaction Steps

A flask was charged with 6-bromo-3-(2-methoxyphenyl)-[1,2,4]triazolo[4,3-a]pyridine (151 mg, 0.5 mmol), 4-methoxyphenylboronic acid (80 mg, 0.5 mmol), tetrakis(triphenylphosphine)palladium (Pd(PPh3)4, 5.8 mg, 0.005 mmol), cesium carbonate (Cs2CO3, 326 mg, 1.0 mmol), 1,4-dioxane (10 mL) and water (2 mL). The mixture was stirred at 100° C. under Argon for 10 h. The mixture was evaporated to afford the crude product. The crude product was purified by column chromatography on silica gel (petroleum ether:ethyl acetate=1:1) to give the title compound (140 mg, 84.2% yield) as yellow solids. 1H NMR (DMSO-d6): 8.06 (m, 1H), 7.90 (dd, J=9.5 and 0.9 Hz, 1H), 7.75 (dd, J=9.6 and 1.8 Hz, 1H), 7.67-7.62 (m, 4H), 7.32 (d, J=8.1 Hz, 1H), 7.19 (t, J=7.5 Hz, 1H), 7.03 (d, J=8.7 Hz, 2H), 3.85 (s, 3H), 3.80 (s, 3H). MS: m/z 332.2 [M+H+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09199983B2
Source datasetuspto-grants-2015_12
ORD IDord-153eb772d33a4628b77518fec5bd2762
Source noteuspto-grants-2015_12