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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 613264Generated: October 29, 2026

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

https://huagongshe.com/reaction/613264

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 numberUS06008226
Source datasetuspto-grants-1999_12
ORD IDord-a773b643b7cd45c8b9b41ed85dd92b9d
Source noteuspto-grants-1999_12