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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2375709Generated: October 26, 2026

(2,6-Dimethoxypyridin-3-yl)boronic acid → 4-amino-N-cyclopropyl-7-fluoro-8-(2,6-dimethoxypyridin-3-yl)cinnoline-3-carboxamide

https://huagongshe.com/reaction/2375709

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2,6-Dimethoxypyridin-3-yl)boronic acidHCID 2762707—
Reactant4-amino-7-fluoro-8-iodo-N-cyclopropyl-cinnoline-3-carboxamideHCID 67228586—
Product4-amino-N-cyclopropyl-7-fluoro-8-(2,6-dimethoxypyridin-3-yl)cinnoline-3-carboxamideHCID 2518327167.4%

Reaction Steps

Using Method A, 4-amino-7-fluoro-8-iodo-N-cyclopropyl-cinnoline-3-carboxamide (178 mg, 0.48 mmol) and 2,6-dimethoxypyridine-3-boronic acid (176 mg, 0.96 mmol) were reacted. After purification the title compound (124 mg, 67% yield) was obtained as a white solid. 1H NMR (500 MHz, DMSO-d6) δ 9.02 (d, J=4.8 Hz, 1H), 8.51 (m, 1H), 7.73 (t, J=9.1 Hz, 1H), 7.66 (d, J=8.0 Hz, 1H), 6.51 (d, J=8.0 Hz, 1H), 3.94 (s, 3H), 3.78 (s, 3H), 2.93 (m, 1H), 0.70(m, 4H). MS APCI, m/z=384.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07465795B2
Source datasetuspto-grants-2008_12
ORD IDord-3ce63efc55bd40e180b06d3487445eb3
Source noteuspto-grants-2008_12