N-bromobutanimide → 3-(Bromomethyl)isoquinolin-1(2H)-one

Participants

Role	Name	HCID	Charge
Reactant	N-bromobutanimide	HCID 67184	—
Reactant	2-(Biphenyl-4-yl)-5-phenyloxazole	HCID 96728	—
Reactant	3-Methyl-1,2-dihydroisoquinolin-1-one	HCID 3244477	—
Solvent	Carbon Tetrachloride	HCID 5943	—
Solvent	Ethyl Acetate	HCID 8857	—
Product	3-(Bromomethyl)isoquinolin-1(2H)-one	HCID 70097212	—

Reaction Steps

To a refluxing solution of 3-methylisoquinolin-1(2H)-one (1.7 g, 10.69 mmol) and 2-(4-biphenyl)-5-phenyloxazole (120 mg) in CCl4 (30 mL) was added N-bromosuccinimide (1.9 g, 10.7 mmol) in portions. The reaction mixture was stirred at reflux for 2 h. After cooling to room temperature, the reaction mixture was diluted with EtOAc, filtered and concentrated to give the crude product, which was used for the next step without further purification. LC-MS: m/z 238 (M+H+).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08969349B2
Source dataset	uspto-grants-2015_03
ORD ID	ord-ea588e2b03f5477e8066257f1a425e14
Source note	uspto-grants-2015_03