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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2375625Generated: November 2, 2026

3,4-Difluorobenzeneboronic acid → HCID 59791569, compound

https://huagongshe.com/reaction/2375625

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,4-Difluorobenzeneboronic acidHCID 2734337—
Reactant4-Amino-8-bromo-N-propylcinnoline-3-carboxamideHCID 14012326—
ProductHCID 59791569HCID 5979156998.7%

Reaction Steps

Using method A, 4-amino-8-bromo-N-propyl-cinnoline-3-carboxamide (100 mg, 0.33 mmol) and 3,4-difluorophenyl boronic acid (202 mg, 1.28 mmol) were reacted to afford the title compound (108 mg, 98.7% yield) as a pale-yellow solid. 1H NMR (300 MHz, CDCl3) δ 8.55 (br, 1H), 7.89 (dd, J=7.9 Hz, J′=1.9 Hz, 1H), 7.68-7.80 (m, 2H), 7.48-7.59 (m, 1H), 7.37-7.45 (m, 1H), 7.23-7.33 (m, overlapped with CHCl3), 3.47 (q, J=6.7 Hz, 2H), 1.68 (m, J=7.2 Hz, 2H), 1.01 (t, J=7.4 Hz, 3H) MS APCI, m/z=343 (M+H) HPLC 2.01 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07465795B2
Source datasetuspto-grants-2008_12
ORD IDord-c369dfe1115148d280048a85923b5e0e
Source noteuspto-grants-2008_12