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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 629202Generated: October 26, 2026

Water → 7-Chloro-5-((3-methyl-1H-indol-7-yl)amino)pyrido[3,4-d]pyridazin-4(3H)-one

https://huagongshe.com/reaction/629202

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDiisopropylethylamineHCID 81531—
Reactant3-methyl-1H-indol-7-amineHCID 18612563—
Reactant5,7-Dichloropyrido[3,4-d]pyridazin-4(3H)-oneHCID 88768920—
SolventDimethyl SulfoxideHCID 679—
Product7-Chloro-5-((3-methyl-1H-indol-7-yl)amino)pyrido[3,4-d]pyridazin-4(3H)-oneHCID 89972411—

Reaction Conditions

Temperature140 °C

Reaction Steps

To 5,7-dichloro-3H-pyrido[3,4-d]pyridazin-4-one (180 mg, 0.833 mmol) in DMSO (1 ml) in a sealable vial, was added DIPEA (0.189 ml, 1.083 mmol) and 3-methyl-1H-indol-7-amine (158 mg, 1.083 mmol). The vial was capped to close and the mixture heated on a sandbath at 140° C. for 1 h. The resultant mixture was poured into water (20 ml), and extracted with EtOAc (20 ml). Organic phase was washed with water then brine, dried over Na2SO4, then concentrated under vacuum. The residue was triterated with DCM, then collected by filtration and dried to give title compound as a yellow-mustard coloured solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09315500B2
Source datasetuspto-grants-2016_04
ORD IDord-0832cdb1abcb49aa8bc2962099f71763
Source noteuspto-grants-2016_04