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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1497567Generated: October 30, 2026

Cesium carbonate → HCID 69671732, compound

https://huagongshe.com/reaction/1497567

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantTolylboronic acidHCID 79799—
ReactantHCID 68900619HCID 68900619—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductHCID 69671732HCID 6967173286.3%

Reaction Steps

To a solution of 6-bromo-3-(2-methoxyphenyl)-[1,2,4]triazolo[4,3-a]pyridine (100 mg, 0.329 mmol) in toluene (20 mL) and water (5 mL) was added 4-methylphenylboronic acid (67.1 mg, 0.493 mmol), Pd(PPh3)4 (18.4 mg, 0.016 mmol) and Cs2CO3 (55.3 mg, 0.658 mmol), and the reaction mixture was refluxed under Argon overnight. The mixture was filtered and the filtrate was washed with water (50 mL×2), dried over anhydrous Na2SO4 and concentrated to dryness. The residue was purified by column chromatography on silica gel (petroleum ether:ethyl acetate=1:1) to give the title compound (89.5 mg, 50.6% yield) as yellow solids. 1H NMR (DMSO-d6): 8.09 (m, 1H), 7.93 (dd, J=9.6 and 0.9 Hz, 1H), 7.77 (d, J=9.6 and 1.8 Hz, 1H), 7.64-7.58 (m, 4H), 7.33-7.28 (m, 3H), 7.19 (t, J=7.2 Hz, 1H), 3.85 (s, 3H), 2.35 (s, 3H). MS: m/z 316.2 [M+H+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09199983B2
Source datasetuspto-grants-2015_12
ORD IDord-8790aa712bac45b5868f8ef6c5c99047
Source noteuspto-grants-2015_12