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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 241403Generated: October 31, 2026

Water → 6-{2-[2-amino-5-(1-methyl-1H-pyrazol-4-yl)pyridin-3-yl]-3H-benzimidazol-5-yl}-5-methyl-4,5-dihydro-2H-pyridazin-3-one

https://huagongshe.com/reaction/241403

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant6-(3,4-Diaminophenyl)-5-methyl-4,5-dihydropyridazin-3(2H)-oneHCID 3441052—
ReactantSodium BisulfiteHCID 23665763—
Reactant2-amino-5-(1-methyl-1H-pyrazol-4-yl)pyridine-3-carbaldehydeHCID 86664804—
SolventDimethylformamideHCID 6228—
Product6-{2-[2-amino-5-(1-methyl-1H-pyrazol-4-yl)pyridin-3-yl]-3H-benzimidazol-5-yl}-5-methyl-4,5-dihydro-2H-pyridazin-3-oneHCID 66869981—

Reaction Steps

1.2 300 μl (1.485 mmol) of 38-40% sodium hydrogensulfite solution are added to a solution of 100 mg (0.495 mmol) of 2-amino-5-(1-methyl-1H-pyrazol-4-yl)pyridine-3-carbaldehyde and 108 mg (0.495 mmol) of 6-(3,4-diaminophenyl)-5-methyl-4,5-dihydro-2H-pyridazin-3-one in 4 ml of DMF, and the resultant suspension is stirred at 50° C. for 72 hours. The reaction mixture is cooled to RT, water is added, and the precipitated product is filtered off with suction, washed with water and dried, giving 6-{2-[2-amino-5-(1-methyl-1H-pyrazol-4-yl)pyridin-3-yl]-3H-benzimidazol-5-yl}-5-methyl-4,5-dihydro-2H-pyridazin-3-one as yellow solid; APCI-401;

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08648201B2
Source datasetuspto-grants-2014_02
ORD IDord-b6957b1528204024af7f274bba9f11af
Source noteuspto-grants-2014_02