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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 341101Generated: October 31, 2026

Phenylboronic Acid → 2-(2-Methylphenyl)-5-[(5-phenylpyridin-2-yl)methyl]-2,5-dihydro-3H-pyrazolo[4,3-c]quinolin-3-one

https://huagongshe.com/reaction/341101

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenylboronic AcidHCID 66827—
Reactant1-Isobutyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazoleHCID 2759392—
ReactantHCID 178424334HCID 178424334—
ReactantHCID 178514861HCID 178514861—
Product2-(2-Methylphenyl)-5-[(5-phenylpyridin-2-yl)methyl]-2,5-dihydro-3H-pyrazolo[4,3-c]quinolin-3-oneHCID 69935188—

Reaction Steps

Using the procedure described in Example 95, substituting 5-[5-bromopyridin-2-yl)methyl]-2-(2-methylphenyl)-2,5-dihydro-3H-pyrazolo[4,3-c]quinolin-3-one for 5-[(4-bromo-2-fluorophenyl)methyl-6,9-difluoro-2-(2-fluorophenyl)-2,5-dihydro-3H-pyrazolo[4,3-c]quinolin-3-one, and, substituting phenylboronic acid for 1-iso-butyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole, the titled compound was obtained: 1H-NMR (400 MHz, CD3OD) δ 9.03 (1H, s), 8.77 (1H, s), 8.36-8.33 (1H, m), 8.10-8.07 (1H, m), 7.85 (1H, d, J=8.8 Hz), 7.68-7.37 (12H, m), 5.93 (2H, s), 2.29 (3H, s), ppm; low resolution mass spectrometry (ES+) m/z 442.9 [(M+H)+; calculated for C29H22N4O: 443.2].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08895580B2
Source datasetuspto-grants-2014_11
ORD IDord-86b514980dd94382854ce9520268056d
Source noteuspto-grants-2014_11