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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1876097Generated: November 1, 2026

Boron tribromide → HCID 11460340, compound

https://huagongshe.com/reaction/1876097

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBoron tribromideHCID 25134—
Reactant2-chloro-N-(4-methoxyphenyl)-N-methylquinazolin-4-amineHCID 11738112—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
ProductHCID 11460340HCID 1146034059.7%

Reaction Conditions

Temperature-20 °C

Reaction Steps

To a solution of (2-chloro-quinazolin-4-yl)-(4-methoxy-phenyl)-methyl-amine (100 mg, 0.334 mmol) in 30 ml dichloromethane cooled at −20° C. was added slowly 60 μl of BBr3 (0.668 mmol). The reaction mixture was stirred at −20° C. for 2 h then it was warmed to room temperature. It was stirred another 2 h at this temperature. The reaction mixture was diluted with ethyl acetate (50 ml) and washed with cold 5% sodium bicarbonate. The organic phase was dried and concentrated. The residue was purified by a small silica column using ethyl acetate and hexane (1:3) as eluents to give the product (57 mg, 57%). 1H NMR (CDCl3): 7.65-7.56 (m, 2H), 7.04-6.87 (m, 5H), 3.59 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08309562B2
Source datasetuspto-grants-2012_11
ORD IDord-0b7e39fdb72b4d6a8f3764b332a1d186
Source noteuspto-grants-2012_11