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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 31096Generated: October 25, 2026

(2,5-Dimethylphenyl)boronic acid → 4-amino-8-(2,5-dimethylphenyl)-N-propyl-cinnoline-3-carboxamide

https://huagongshe.com/reaction/31096

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2,5-Dimethylphenyl)boronic acidHCID 2734347—
Reactant4-amino-8-iodo-N-propyl-cinnoline-3-carboxamideHCID 14012327—
Product4-amino-8-(2,5-dimethylphenyl)-N-propyl-cinnoline-3-carboxamideHCID 2513206583.1%

Reaction Steps

Using method B, 4-amino-8-iodo-N-propyl-cinnoline-3-carboxamide (250 mg, 0.702 mmol) and 2,5-dimethylphenylboronic acid (150 mg, 1.00 mmol) were reacted to afford the title compound (195 mg, 83% yield) as a white solid. 1H NMR (300 MHz, CDCl3) δ 8.55 (br, 1H), 7.87 (m, 1H), 7.75-7.64 (m, 2H), 7.23-7.07 (m, 3H), 3.44 (apparent quartet, J=7.0 Hz, 2H), 2.35 (s, 3H), 2.01 (s, 3H), 1.64 (apparent sextet, J=7.0 Hz, 2H), 0.99 (t, J=7.4 Hz, 3H) MS APCI, m/z=335 HPLC 1.98 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07425556B2
Source datasetuspto-grants-2008_09
ORD IDord-3021f4145b824f5e8eb4a81d02dc6e73
Source noteuspto-grants-2008_09