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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2375718Generated: October 27, 2026

(5-Fluoro-6-methoxypyridin-3-yl)boronic acid → 4-amino-N-cyclopropyl-8-(5-fluoro-6-methoxypyridin-3-yl)cinnoline-3-carboxamide

https://huagongshe.com/reaction/2375718

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(5-Fluoro-6-methoxypyridin-3-yl)boronic acidHCID 44717400—
Reactant4-amino-8-bromo-N-cyclopropylcinnoline-3-carboxamideHCID 67229277—
Product4-amino-N-cyclopropyl-8-(5-fluoro-6-methoxypyridin-3-yl)cinnoline-3-carboxamideHCID 5979157088%

Reaction Steps

Using Method A, 4-amino-8-bromo-N-cyclopropyl-cinnoline-3-carboxamide (143 mg, 0.47 mmol) and 5-fluoro-6-methoxypyridine-3-boronic acid (159 mg, 0.94 mmol) were reacted. After purification the title compound (146 mg, 88% yield) was obtained as a white solid. 1H NMR (500 MHz, DMSO-d6) δ 9.13(d, J=4.9 Hz, 1H), 8.45 (d, J=7.4 Hz, 1H), 8.29 (s, 1H), 8.11 (a d, J=13.8 Hz, 1H), 7.95(a d, J=7.2 Hz, 1H), 7.81 (a t, J=7.8 Hz, 1H), 4.03 (s, 3H), 2.95 (m, 1H), 0.67 (m, 4H). MS APCI, m/z=354.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07465795B2
Source datasetuspto-grants-2008_12
ORD IDord-39ad941e28d04343bd0e02913f17e41f
Source noteuspto-grants-2008_12