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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2375710Generated: October 26, 2026

(2,4-Dimethoxypyrimidin-5-yl)boronic acid → 4-amino-N-cyclopropyl-7-fluoro-8-(2,4-dimethoxypyrimidin-5-yl)cinnoline-3-carboxamide

https://huagongshe.com/reaction/2375710

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2,4-Dimethoxypyrimidin-5-yl)boronic acidHCID 2736209—
Reactant4-amino-7-fluoro-8-iodo-N-cyclopropyl-cinnoline-3-carboxamideHCID 67228586—
Product4-amino-N-cyclopropyl-7-fluoro-8-(2,4-dimethoxypyrimidin-5-yl)cinnoline-3-carboxamideHCID 5979155539.6%

Reaction Steps

Using Method A, 4-amino-7-fluoro-8-iodo-N-cyclopropyl-cinnoline-3-carboxamide (178 mg, 0.48 mmol) and 2,4-dimethoxypyrimidin-5-boronic acid (176 mg, 0.96 mmol) were reacted. After purification the title compound (73 mg, 39% yield) was obtained as a white solid. 1H NMR (500 MHz, DMSO-d6 ) δ 9.04 (d, J=4.9 Hz, 1H), 8.57 (dd, J=5.6, 9.3 Hz, 1H), 8.37 (s, 1H) 7.77 (t, J=9.1 Hz, 1H), 3.99 (s, 3H), 3.84 (s, 3H), 2.93 (m, 1H), 0.70(m, 4H). MS APCI, m/z=385.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07465795B2
Source datasetuspto-grants-2008_12
ORD IDord-5a19198c0757432d848bdc7425be1b38
Source noteuspto-grants-2008_12