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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2375610Generated: November 1, 2026

(3-Methoxyphenyl)boronic acid → HCID 23629999, compound

https://huagongshe.com/reaction/2375610

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(3-Methoxyphenyl)boronic acidHCID 2734370—
Reactant4-Amino-8-bromo-N-propylcinnoline-3-carboxamideHCID 14012326—
ProductHCID 23629999HCID 2362999964.2%

Reaction Steps

Using method A, 4-amino-8-bromo-N-propyl-cinnoline-3-carboxamide (100 mg, 0.33 mmol) and 3-methoxyphenyl boronic acid (147 mg, 0.97 mmol) were reacted to afford the title compound (69 mg, 64.2% yield) as an off-white crystal. 1H NMR (300 MHz, CDCl3) δ 8.58 (br, 1H), 7.87 (dd, J=8.3 Hz, J′=1.4 Hz, 1H), 7.81 (dd, J=7.1 Hz, J′=1.4 Hz, 1H), 7.72 (t, J=8.1 Hz, 1H), 7.41 (t, J=8.0 Hz, 1H), 7.15-7.35 (m, overlapped with CHCl3), 6.98 (dd, J=8.1 Hz, J′=1.8 Hz, 1H), 3.86 (s, 3H), 3.46 (q, J=6.7 Hz, 2H), 1.67 (m, J=7.3 Hz, 2H), 1.01 (t, J=7.4 Hz, 3H) MS APCI, m/z=337 (M+H) HPLC 1.89 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07465795B2
Source datasetuspto-grants-2008_12
ORD IDord-0e5f18813b7142b18b321cb5fcc48ecd
Source noteuspto-grants-2008_12