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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 750281Generated: October 30, 2026

Triethylamine → 6-bromo-2-(4-methanesulfonylbenzyl)-1-oxo-4-phenyl-1,2-dihydroisoquinoline-3-carboxylic Acid N-methoxy-N-methylamide

https://huagongshe.com/reaction/750281

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethanamine, N-methoxy-, hydrochloride (1:1)HCID 81138—
Reactant6-bromo-2-(4-methanesulfonylbenzyl)-1-oxo-4-phenyl-1,2-dihydroisoquinoline-3-carbonyl ChlorideHCID 23060558—
SolventDichloromethaneHCID 6344—
Product6-bromo-2-(4-methanesulfonylbenzyl)-1-oxo-4-phenyl-1,2-dihydroisoquinoline-3-carboxylic Acid N-methoxy-N-methylamideHCID 8659956086%

Reaction Steps

To a solution of 6-bromo-2-(4-methanesulfonylbenzyl)-1-oxo-4-phenyl-1,2-dihydroisoquinoline-3-carbonyl chloride (200 mg) in methylene chloride (4 ml) were added N,O-dimethylhydroxylamin e hydrochloride (70 mg) and triethylamine (0.2 ml) and the mixture was stirred at room temperature for 12 hrs. The reaction mixture was concentrated under reduced pressure and water was added to the residue. The mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure and crystallized from diisopropyl ether to give the title compound (180 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07402595B2
Source datasetuspto-grants-2008_07
ORD IDord-836e20fd6a564002a824b398fbd60ae2
Source noteuspto-grants-2008_07