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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 215924Generated: October 30, 2026

2-(1H-pyrrol-1-yl)benzaldehyde → N4-(1-(2-(1H-Pyrrol-1-yl)benzyl)piperidin-4-yl)-N2-(3-(diethylamino)propyl)quinazoline-2,4-diamine

https://huagongshe.com/reaction/215924

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(1H-pyrrol-1-yl)benzaldehydeHCID 4961259—
ReactantSodium cyanoborohydrideHCID 5003444—
ReactantN2-(3-(Dimethylamino)propyl)-N4-(piperidin-4-yl)quinazoline-2,4-diamineHCID 58006203—
ReactantN2-(3-(diethylamino)propyl)-N4-(piperidin-4-yl)quinazoline-2,4-diamineHCID 67027548—
CatalystZincchlorideHCID 3007855—
SolventMethanolHCID 887—
ProductN4-(1-(2-(1H-Pyrrol-1-yl)benzyl)piperidin-4-yl)-N2-(3-(diethylamino)propyl)quinazoline-2,4-diamineHCID 58006140—

Reaction Steps

A solution of 56 mg (0.155 mmol) N2-(3-(diethylamino)propyl)-N4-(piperidin-4-yl)quinazoline-2,4-diamine (prepared analogously to Compound 129) 2-(1H-pyrrol-1-yl)benzaldehyde (27 mg, 0.157 mmol), NaCNBH3 (10 mg, 0.160 mmol) and ZnCl2 (11 mg, 0.08 mmol) in MeOH (1 ml) was stirred at room temperature overnight to obtain the target compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08193203B2
Source datasetuspto-grants-2012_06
ORD IDord-9ef2bdd6ffff4fbc9f1ded1876e2551b
Source noteuspto-grants-2012_06