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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2386935Generated: October 31, 2026

Sodium Carbonate → HCID 11518117, compound

https://huagongshe.com/reaction/2386935

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantPhenylboronic AcidHCID 66827—
ReactantHCID 11532621HCID 11532621—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 11518117HCID 11518117—

Reaction Conditions

Temperature80 °C

Reaction Steps

2-methyl-6-bromo-3-{4-[3-(1-piperidinyl)propoxy]phenyl}-4(3H)-quinazolinone synthesized in Example 34 (100 mg, 0.25 mmol) and phenylboronic acid (40 mg, 0.32 mmol) were dissolved in dimethoxyethane (1 mL), and the atmosphere in the system was replaced by nitrogen. 2M sodium carbonate aqueous solution (0.3 mL) and palladium tetrakis(triphenylphosphine) complex (10 mg, 0.012 mmol) were added, and stirred at 80° C. for 3 hours. Ethyl acetate and distilled water were added to the reaction mixture to perform an ethyl acetate extraction. The organic phase was washed with saturated brine and dried with anhydrous sodium sulfate. The product was purified by silica gel column chromatography (chloroform/methanol=20/1), and the target substance (61 mg, 61%) was obtained as a colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08268842B2
Source datasetuspto-grants-2012_09
ORD IDord-fdad8e0bac61494d86060322a9800853
Source noteuspto-grants-2012_09