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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2375680Generated: October 30, 2026

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

https://huagongshe.com/reaction/2375680

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2-Methoxy-5-methylphenyl)boronic acidHCID 2773485—
Reactant4-amino-8-bromo-N-cyclopropylcinnoline-3-carboxamideHCID 67229277—
Product4-amino-N-cyclopropyl-8-(2-methoxy-5-methyl-phenyl)cinnoline-3-carboxamideHCID 5979153074%

Reaction Steps

Using Method A, 4-amino-8-bromo-N-cyclopropyl-cinnoline-3-carboxamide (143 mg, 0.47 mmol) and 2-methoxy-5-methylphenylboronic acid (155 mg, 0.94 mmol) were reacted. After purification the title compound (120 mg, 74% yield) was obtained as a white solid. 1H NMR (500 MHz, DMSO-d6) δ 9.00 (d, J=4.9 Hz, 1H), 8.38 (d, J=7.1 Hz, 1H), 7.74 (t, J=7.7 Hz, 1H), 7.68 (d, J=7.1 Hz, 1H), 7.19 (d, J=8.5 Hz, 1H), 7.06 (s, 1H), 6.98 (d, J=8.5 Hz, 1H), 3.57 (s, 3H), 2.96 (m, 1H), 2.28 (s, 3H), 0.70(m, 4H). MS APCI, m/z=349.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07465795B2
Source datasetuspto-grants-2008_12
ORD IDord-01e28b9f07644cb68a6f49f29d7fb73d
Source noteuspto-grants-2008_12