Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 750187Generated: October 30, 2026

Oxalyl chloride → 2-[(Benzyloxycarbonyl)(methyl)amino]-6-chloro-1-oxo-4-phenyl-1,2-dihydroisoquinoline-3-carbonyl chloride

https://huagongshe.com/reaction/750187

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalyl chlorideHCID 65578—
Reactant2-[(benzyloxycarbonyl)(methyl)amino]-6-chloro-1-oxo-4-phenyl-1,2-dihydroisoquinoline-3-carboxylic AcidHCID 69155739—
CatalystDimethylformamideHCID 6228—
SolventTetrahydrofuranHCID 8028—
Product2-[(Benzyloxycarbonyl)(methyl)amino]-6-chloro-1-oxo-4-phenyl-1,2-dihydroisoquinoline-3-carbonyl chlorideHCID 86599555—

Reaction Steps

2-[(Benzyloxycarbonyl)(methyl)amino]-6-chloro-1-oxo-4-phenyl-1,2-dihydroisoquinoline-3-carboxylic acid (300 mg) was dissolved in THF (6.0 ml), and oxalyl chloride (122 μl) and DMF (1 drop) were added at 0° C. with stirring, and the mixture was stirred at room temperature for 2 hrs. and concentrated under reduced pressure. Toluene was added to the residue and they were boiled together several times and dried to give 2-[(benzyloxycarbonyl)(methyl)amino]-6-chloro-1-oxo-4-phenyl-1,2-dihydroisoquinoline-3-carbonyl chloride.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07402595B2
Source datasetuspto-grants-2008_07
ORD IDord-16688f024a814c95aad4558dc9d3167f
Source noteuspto-grants-2008_07