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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2375700Generated: October 31, 2026

(2-Methoxy-5-methylphenyl)boronic acid → 4-amino-N-cyclobutyl-8-(2-methoxy-5-methyl-phenyl)cinnoline-3-carboxamide

https://huagongshe.com/reaction/2375700

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2-Methoxy-5-methylphenyl)boronic acidHCID 2773485—
Reactant4-amino-8-bromo-N-cyclobutyl-cinnoline-3-carboxamideHCID 67228479—
Product4-amino-N-cyclobutyl-8-(2-methoxy-5-methyl-phenyl)cinnoline-3-carboxamideHCID 5979155857.4%

Reaction Steps

Using Method A, 4-amino-8-bromo-N-cyclobutyl-cinnoline-3-carboxamide (145 mg) and 2-methoxy-5-methyl-phenyl boronic acid (186 mg) were reacted to afford the title compound (94 mg) as white solid. 1H NMR (500 MHz, DMSO-d6) δ 9.20 (d, 1H), 8.38 (d, 1H), 7.76-7.66 (m, 2H), 7.20 (m, 1H), 7.07 (m, 1H), 7.00 (m, 1H), 4.50 (m, 1H), 3.58 (s, 3H), 2.29 (s, 3H), 2.26-2.10(m, 4H), 1.72-1.62 (m, 2H). MS APCI, m/z=363 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07465795B2
Source datasetuspto-grants-2008_12
ORD IDord-57b90b9df1cf40c78d3cc03922c51630
Source noteuspto-grants-2008_12