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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1029289Generated: November 1, 2026

alpha-Bromo-o-chlorotoluene → HCID 44205297, compound

https://huagongshe.com/reaction/1029289

Reaction equation

Participants

RoleNameHCIDCharge
Reactantalpha-Bromo-o-chlorotolueneHCID 11905—
Reactant9-amino-5H-benzo[c][1,8]naphthyridin-6-oneHCID 58167951—
ProductHCID 44205297HCID 442052976.3%

Reaction Steps

The title compound was synthesized according to the procedure described for the preparation of Example 458 using 70 (139 mg, 0.66 mmol) and 1-(bromo-methyl)-2-chlorobenzene (162 mg, 0.79 mmol) to provide 470 (14 mg, 6% yield) as a white powder. LC-MS (M+H=337, obsd.=337). 1H NMR (400 MHz, DMSO-D6) δ 11.51 (s, 1H), 8.56 (d, J=6.8, 1H), 8.42 (dd, J=1.6, 4.7, 1H), 8.01 (d, J=8.8, 1H), 7.44 (m, 2H), 7.39 (d, J=2.1, 1H), 7.29 (m, 2H), 7.18 (m, 2H), 6.95 (dd, J=2.1, 8.8, 1H), 4.58 (d, J=5.9, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08735584B2
Source datasetuspto-grants-2014_05
ORD IDord-0e00d29953e64c9794af06cbeb42651a
Source noteuspto-grants-2014_05