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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1619980Generated: October 31, 2026

Diisopropylamine → 4-cyano-N-[2-hydroxy-4-(4-methyl-6-oxo-1,4,5,6-tetrahydro-pyridazin-3-yl)-phenyl]-benzamide

https://huagongshe.com/reaction/1619980

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylamineHCID 7912—
Reactant4-Cyanobenzoic acidHCID 12087—
ReactantO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
Reactant6-(4-amino-3-hydroxy-phenyl)-5-methyl-4,5-dihydro-2H-pyridazin-3-oneHCID 17993493—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product4-cyano-N-[2-hydroxy-4-(4-methyl-6-oxo-1,4,5,6-tetrahydro-pyridazin-3-yl)-phenyl]-benzamideHCID 67462621—

Reaction Steps

403 mg (2.74 mmol) 4-cyano-benzoic acid and 967 mg (3.01 mmol) TBTU are added to 40 ml DMF and the mixture is stirred for 30 min at RT, then 791 μl (5.47 mmol) diisopropylamine and 600 mg (2.74 mmol) 6-(4-amino-3-hydroxy-phenyl)-5-methyl-4,5-dihydro-2H-pyridazin-3-one are added and the mixture is stirred overnight. The reaction mixture is mixed with water and extracted with DCM. The org. phase is again washed with water, dried on sodium sulphate and concentrated by rotary evaporation i. V. The residue is extracted with methanol, filtered off, washed with methanol and then dried in the vacuum dryer at 50° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08772323B2
Source datasetuspto-grants-2014_07
ORD IDord-162c4102d79f466d9ffb035af7aaa214
Source noteuspto-grants-2014_07