Dimethylformamide → 6-Bromo-2-(4-methanesulfonyl-benzyl)-2H-isoquinolin-1-one

Participants

Role	Name	HCID	Charge
Reactant	Dimethylformamide	HCID 6228	—
Reactant	Potassium Carbonate	HCID 11430	—
Reactant	1-(Chloromethyl)-4-methanesulfonylbenzene	HCID 123530	—
Reactant	6-Bromoisoquinolin-1(2H)-one	HCID 15885182	—
Solvent	Water	HCID 962	—
Product	6-Bromo-2-(4-methanesulfonyl-benzyl)-2H-isoquinolin-1-one	HCID 57551787	38.1%

Reaction Conditions

Temperature	50 °C

Reaction Steps

A mixture of intermediate 1 (3.0 g), potassium carbonate (3.70 g), 1-(chloromethyl)-4-(methylsulfonyl)benzene (2.74 g) and DMF (20 mL) was heated at 50° C. for 24 hours. The mixture was allowed to cool then poured into water (50 mL) and extracted with dichloromethane (100 mL). The extracts were combined, evaporated under reduced pressure and the residue purified (SiO2 chromatography, eluting with 2% methanol in dichloromethane) to give the sub-titled compound (2.0 g).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08012979B2
Source dataset	uspto-grants-2011_09
ORD ID	ord-735423a92e90402b9064afcdcb7a529c
Source note	uspto-grants-2011_09