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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2375699Generated: October 25, 2026

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

https://huagongshe.com/reaction/2375699

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2,6-Dimethoxypyridin-3-yl)boronic acidHCID 2762707—
ReactantHCID 67229734HCID 67229734—
Product4-amino-N-cyclobutyl-8-(2,6-dimethoxypyridin-3-yl)-7-fluoro-cinnoline-3-carboxamideHCID 2518355459.5%

Reaction Steps

Using Method A, 4-amino-8-bromo-7-fluoro-N-cyclobutyl-cinnoline-3-carboxamide (175 mg) and 2,6-dimethoxypyridin-3-yl boronic acid (206 mg) were reacted to afford the title compound (122 mg) as white solid. 1H NMR (500 MHz, DMSO-d6) δ 9.22 (d, 1H), 8.50 (m, 1H), 7.73 (t, 1H), 7.67 (d, 1H), 6.53 (d, 1H), 4.49 (m, 1H), 3.95 (s, 3H), 3.80 (s, 3H), 2.26-2.10(m, 4H), 1.72-1.62 (m, 2H). MS APCI, m/z=398 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07465795B2
Source datasetuspto-grants-2008_12
ORD IDord-16a9a9cc240d4d3ba867d93daecc98b4
Source noteuspto-grants-2008_12