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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 81967Generated: October 29, 2026

Acetic Acid → N-(2,6-diethylphenyl)-8-({2-methoxy-4-[(4-methylpiperazin-1-yl)methyl]phenyl}amino)-1-methyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamide

https://huagongshe.com/reaction/81967

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant1-MethylpiperazineHCID 53167—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantHCID 86653100HCID 86653100—
SolventDichloromethaneHCID 6344—
ProductN-(2,6-diethylphenyl)-8-({2-methoxy-4-[(4-methylpiperazin-1-yl)methyl]phenyl}amino)-1-methyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamideHCID 4455628175%

Reaction Steps

To a solution of N-(2,6-diethylphenyl)-8-[(4-formyl-2-methoxyphenyl)amino]-1-methyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamide (50 mg, 0.097 mmol) and N-methyl-piperazine (49 mg, 0.49 mmol) in 1 ml of dry DCM, NaBH(AcO)3 (123 mg, 0.58 mmol) and AcOH (25 μl) were added. The mixture was stirred at room temperature for 3 h, washed with aqueous NaHCO3, dried over Na2SO4 and evaporated to dryness. The crude was purified by flash column chromatography (DCM/MeOH 9:1) affording the title compound in 75% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846701B2
Source datasetuspto-grants-2014_09
ORD IDord-9d1aee7e24c44514bd7bd08c9543713c
Source noteuspto-grants-2014_09