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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 8720Generated: October 25, 2026

Triethylamine → 6,7-dimethoxy-2-[5-(4-methyl-piperazine-1-sulfonyl)-3,4-dihydro-1H-isoquinolin-2-yl]-3H-quinazolin-4-one

https://huagongshe.com/reaction/8720

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant5-(4-Methyl-piperazine-1-sulfonyl)-1,2,3,4-tetrahydro-isoquinolineHCID 21983653—
Reactant2-Chloro-6,7-dimethoxy-3H-quinazolin-4-oneHCID 135456664—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
Product6,7-dimethoxy-2-[5-(4-methyl-piperazine-1-sulfonyl)-3,4-dihydro-1H-isoquinolin-2-yl]-3H-quinazolin-4-oneHCID 13601132837.2%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 2-chloro-6,7-dimethoxy-3H-quinazolin-4-one 1b, (0.77 g, 3.23 mmol), 5-(4-methyl-piperazine-1-sulfonyl)-1,2,3,4-tetrahydro-isoquinoline 11a (1.25 g, 3.41 mmol) and triethylamine (0.75 g, 1.04 mL, 7.46 mmol) in DMSO (15 mL) was heated at 80° C. with stirring for 18 h. After cooling to room temperature the reaction was diluted with water. The precipitated white product was collected by filtration, washed with water, and dried to give 0.6 g of 6,7-dimethoxy-2-[5-(4-methyl-piperazine-1-sulfonyl)-3,4-dihydro-1H-isoquinolin-2-yl]-3H-quinazolin-4-one 401, mp. 230–237° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07091200B2
Source datasetuspto-grants-2006_08
ORD IDord-9b5833061e994ba492232cab6c831781
Source noteuspto-grants-2006_08