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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1626398Generated: November 2, 2026

Toluene → HCID 67287030, compound

https://huagongshe.com/reaction/1626398

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantSodium CarbonateHCID 10340—
Reactant3,4-Dimethylphenylboronic acidHCID 2734348—
ReactantHCID 86664392HCID 86664392—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
ProductHCID 67287030HCID 6728703095.6%

Reaction Conditions

Temperature100 °C

Reaction Steps

A vial was charged with methyl 7-(4-(6-bromopyridin-2-ylcarbamoyl)phenoxy)-6-cyanochroman-4-carboxylate (51 mg, 0.100 mmol), 3,4-dimethylphenylboronic acid (19.5 mg, 0.130 mmol), Na2CO3 (31.9 mg, 0.300 mmol), toluene (1 mL) and water (0.1 mL). The mixture was degassed with Argon for few minutes, and then Pd(PPh3)4 (5.8 mg, 0.005 mmol) was added. The vial was sealed and heated at 100° C. for 16 hours. The reaction was cooled and the crude material was purified by silica gel column chromatography to provide the desired product (0.051 g, 95%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08785445B2
Source datasetuspto-grants-2014_07
ORD IDord-36036b25027849658e60af9b4c90d263
Source noteuspto-grants-2014_07