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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1497729Generated: October 30, 2026

Sodium Carbonate → 6-(3,5-Dimethyl-isoxazol-4-yl)-3-methyl-4-pyridin-2-yl-3,4-dihydro-1H-quinazolin-2-one

https://huagongshe.com/reaction/1497729

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant3,5-Dimethylisoxazole-4-boronic acidHCID 2734346—
Reactant6-Bromo-3-methyl-4-pyridin-2-yl-3,4-dihydro-1H-quinazolin-2-oneHCID 117600626—
CatalystHCID 178418397HCID 178418397—
SolventWater 1,2-dimethoxyethaneHCID 18180031—
Product6-(3,5-Dimethyl-isoxazol-4-yl)-3-methyl-4-pyridin-2-yl-3,4-dihydro-1H-quinazolin-2-oneHCID 117600060—

Reaction Steps

To a solution of crude 6-Bromo-3-methyl-4-pyridin-2-yl-3,4-dihydro-1H-quinazolin-2-one (600 mg, 0.002 mol) in DME/H2O (12 mL/4 mL) is added 3,5-dimethylisoxazole-4-boronic acid (265 mg, 0.002 mol), Pd(PPh3)4 (77 mg, 0.08 mmol) and Na2CO3 (332 mg, 3.14 mmol). After addition, the mixture is refluxed for 3 h. The mixture is concentrated in vacuum and the residue is purified by preparative HPLC to give the desired product as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09199988B2
Source datasetuspto-grants-2015_12
ORD IDord-bf3722dea41f4140aa271703f3df41dd
Source noteuspto-grants-2015_12