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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1458729Generated: October 30, 2026

Benzylamine → 1-ethyl-N-(phenyl methyl)-1H-pyrazolo[3,4-b]quinolin-4-amine

https://huagongshe.com/reaction/1458729

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzylamineHCID 7504—
Reactant1-ethyl-4-chloro-1H-pyrazolo[3,4-b]quinolineHCID 15816908—
SolventDimethyl SulfoxideHCID 679—
Product1-ethyl-N-(phenyl methyl)-1H-pyrazolo[3,4-b]quinolin-4-amineHCID 981787292%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 1-ethyl-4-chloro-1H-pyrazolo[3,4-b]quinoline (15.0 g, 0.065 mol), benzylamine (15.6 ml, 0.14 mol) and DMSO (100 ml) is heated at 80° C. overnight. The reaction mixture is poured into ice/water and the gummy solid which formed is collected by filtration. The solid is dissolved in ethyl acetate, dried over MgSO4, filtered and concentrated. The residual oil is crystallized from ethyl acetate to afford 18 g (92%) of 1-ethyl-N-(phenyl methyl)-1H-pyrazolo[3,4-b]quinolin-4-amine, m.p. 130°-132° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05852035
Source datasetuspto-grants-1998_12
ORD IDord-f3667fa46f094b3e9535b916ddcd129b
Source noteuspto-grants-1998_12