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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1522029Generated: November 4, 2026

Sodium Carbonate → HCID 90411721, compound

https://huagongshe.com/reaction/1522029

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant5-Fluoro-2-methoxyphenylboronic acidHCID 2782673—
ReactantHCID 90412725HCID 90412725—
SolventEthyl AcetateHCID 8857—
SolventOxolane--water (1/1)HCID 21881883—
ProductHCID 90411721HCID 90411721—

Reaction Conditions

Temperature75 °C

Reaction Steps

To a solution of Example 279A (1250 mg, 2.86 mmol) in 13.3 mL tetrahydrofuran/water (3:1) was added 5-fluoro-2-methoxyphenylboronic acid (1043 mg, 3.72 mmol), sodium carbonate (1214 mg, 11.45 mmol) and phenylallylchloro[1,3-bix(diisopropylphenyl)-2-imidazol-2-ylidene]palladium(II) (60.3 mg, 0.086 mmol) and the mixture was heated at 75° C. for 2 hours. The mixture was cooled to room temperature, and diluted with ethyl acetate, and the organics washed with saturated sodium bicarbonate, water, and brine, dried over magnesium sulfate, filtered, and concentrated. Purification by flash chromatography (Analogix280, SF 40-80 column, 10-60% ethyl acetate/hexane gradient) gave the title compound. MS (ESI): 553.1 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09073922B2
Source datasetuspto-grants-2015_07
ORD IDord-43124c7b22184c0ebce0dcef4664c1ed
Source noteuspto-grants-2015_07