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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1456013Generated: November 1, 2026

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

https://huagongshe.com/reaction/1456013

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) was heated at 80° C. overnight. The reaction mixture was poured into ice/water and the gummy solid which formed was collected by filtration. The solid was dissolved in ethyl acetate, dried over MgSO4, filtered and concentrated. The residual oil was 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 numberUS05843956
Source datasetuspto-grants-1998_12
ORD IDord-efee97739952499aa7d860fd18343429
Source noteuspto-grants-1998_12