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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 81952Generated: October 25, 2026

Benzyl Bromide → 8-[(1-Benzylpiperidin-4-yl)amino]-N-(2,6-diethylphenyl)-1-methyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamide

https://huagongshe.com/reaction/81952

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl BromideHCID 7498—
ReactantDiisopropylethylamineHCID 81531—
ReactantN-(2,6-diethylphenyl)-1-methyl-8-(piperidin-4-ylamino)-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamide hydrochlorideHCID 44555920—
SolventDichloromethaneHCID 6344—
Product8-[(1-Benzylpiperidin-4-yl)amino]-N-(2,6-diethylphenyl)-1-methyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamideHCID 4455597375%

Reaction Steps

To a solution of N-(2,6-diethylphenyl)-1-methyl-8-(piperidin-4-ylamino)-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamide hydrochloride (40 mg, 0.075 mmol) in dichloromethane (1 mL), DIPEA (0.2 mL, 1.1 mmol) and benzylbromide (0.011 mL, 0.090 mmol) were added. The mixture was stirred at room temperature for 2 h. Dichloromethane was added and the solution was washed water. The organic layer was then dried over Na2SO4 and the solvent evaporated to dryness. The crude solid was purified by flash chromatography on silica gel (eluant: dichloromethane/methanol: 95/5) to 31 mg of the title compound. (75% yield)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846701B2
Source datasetuspto-grants-2014_09
ORD IDord-a47db2d77398488293c3f3715b5c3847
Source noteuspto-grants-2014_09