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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 970458Generated: October 25, 2026

Methanol → 4-(6,7-Dimethoxy-9H-pyrimido[4,5-b]indol-4-yl)-piperazine-1-carbothioic acid [4-(pyrimidin-2-ylsulfamoyl)-phenyl]-amide

https://huagongshe.com/reaction/970458

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantPyridineHCID 1049—
Reactant6,7-dimethoxy-4-piperazino-9H-pyrimido[4,5-b]indoleHCID 14293784—
ReactantN-Pyrimidin-2-yl-4-thioformylamino-benzenesulfonamide chlorideHCID 86601004—
SolventDichloromethaneHCID 6344—
Product4-(6,7-Dimethoxy-9H-pyrimido[4,5-b]indol-4-yl)-piperazine-1-carbothioic acid [4-(pyrimidin-2-ylsulfamoyl)-phenyl]-amideHCID 11353953—

Reaction Steps

To a solution of 6,7-dimethoxy-4-piperazino-9H-pyrimido[4,5-b]indole (200 mg, 0.64 mmol) and pyridine (0.5 mL, 6.4 mmol) in dichloromethane (20 mL) was added a solution of product 1d in dichloromethane (20 mL) and this was stirred overnight. Methanol was added to quench excess thiophosgene, and the residue after removal of solvent was purified by silica gel column chromatography and eluted with 5% methanol/dichloromethane and further recrystallized from dichloromethane/hexane to give 50 mg (16%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07312226B2
Source datasetuspto-grants-2007_12
ORD IDord-a019ae640add43419d3c4987ecefa12b
Source noteuspto-grants-2007_12