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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2175258Generated: October 26, 2026

1-(5-Bromo-3,4-dihydroquinolin-1(2H)-yl)-4-(2,3-dimethylphenoxy)butan-1-one → 1-(5-(1-(3-Aminobenzyl)-1H-pyrazol-4-yl)-3,4-dihydroquinolin-1(2H)-yl)-4-(2,3-dimethylphenoxy)butan-1-one

https://huagongshe.com/reaction/2175258

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(5-Bromo-3,4-dihydroquinolin-1(2H)-yl)-4-(2,3-dimethylphenoxy)butan-1-oneHCID 70981796—
Reactant4-(2,3-dimethylphenoxy)-1-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroquinolin-1(2H)-yl)butan-1-oneHCID 70982030—
Reactant1-(5-(1-(3-(Aminomethyl)benzyl)-1H-pyrazol-4-yl)-3,4-dihydroquinolin-1(2H)-yl)-4-(2,3-dimethylphenoxy)butan-1-oneHCID 70982582—
Reactanttert-Butyl 3-((4-bromo-1H-pyrazol-1-yl)methyl)benzylcarbamateHCID 70982704—
Reactanttert-Butyl 3-((4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)methyl)phenylcarbamateHCID 70983056—
Product1-(5-(1-(3-Aminobenzyl)-1H-pyrazol-4-yl)-3,4-dihydroquinolin-1(2H)-yl)-4-(2,3-dimethylphenoxy)butan-1-oneHCID 86712585—

Reaction Steps

The title compound was prepared using a procedure analogous to 1-(5-(1-(3-(aminomethyl)benzyl)-1H-pyrazol-4-yl)-3,4-dihydroquinolin-1(2H)-yl)-4-(2,3-dimethylphenoxy)butan-1-one except that tert-butyl 3-((4-bromo-1H-pyrazol-1-yl)methyl)benzylcarbamate was replaced by 1-(5-bromo-3,4-dihydroquinolin-1(2H)-yl)-4-(2,3-dimethylphenoxy)butan-1-one and 4-(2,3-dimethylphenoxy)-1-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroquinolin-1(2H)-yl)butan-1-one was replaced by tert-butyl 3-((4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)methyl)phenylcarbamate. LCMS, [M+H]+=495.4.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09062028B2
Source datasetuspto-grants-2015_06
ORD IDord-97a88699de534335b7859c3d5a5a62ab
Source noteuspto-grants-2015_06