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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1473679Generated: October 27, 2026

Water → 4-(7-Bromo-2-methylquinazolin-4-YL)-3-methoxybenzonitrile

https://huagongshe.com/reaction/1473679

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant7-Bromo-4-chloro-2-methylquinazolineHCID 22247819—
Reactant3-Methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrileHCID 68929100—
CatalystHCID 178418807HCID 178418807—
SolventDichloromethaneHCID 6344—
Solvent1,4-DioxaneHCID 31275—
Product4-(7-Bromo-2-methylquinazolin-4-YL)-3-methoxybenzonitrileHCID 86687761—

Reaction Steps

A solution of PdCl2(dppf)-CH2Cl2 adduct (0.072 g, 0.088 mmol), 3-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile (Intermediate GGGG) (0.500 g, 1.930 mmol), 7-bromo-4-chloro-2-methylquinazoline (0.452 g, 1.754 mmol), and potassium carbonate (0.970 g, 7.02 mmol) in 3 mL dioxane was treated with 1 mL water and was allowed to stir at room temperature 3 hours. LC/MS showed mostly product, so the reaction mixture was diluted with DCM and washed with water. The aqueous layer was removed and the reaction mixture was concentrated. The crude residue was carried forward to step 2 without purification. (M+H)+=354.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09012443B2
Source datasetuspto-grants-2015_04
ORD IDord-dfb36f21679643629f21d398277fb788
Source noteuspto-grants-2015_04