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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1029203Generated: November 2, 2026

O-Toluidine → HCID 58168339, compound

https://huagongshe.com/reaction/1029203

Reaction equation

Participants

RoleNameHCIDCharge
ReactantO-ToluidineHCID 7242—
Reactant9-chloro-5H-benzo[c][1,8]naphthyridin-6-oneHCID 58168298—
ProductHCID 58168339HCID 5816833923.9%

Reaction Steps

The title compound was synthesized according to the procedure described for the preparation of Example 231 using 6 (100 mg, 0.43 mmol) and o-toluidine (0.07 mL, 0.65 mmol) to provide 240 (31 mg, 21% yield) as a yellow/green powder. LC-MS (M+H (parent)=302, obsd.=302). 1H NMR (400 MHz, d6-DMSO): δ 11.63 (s, 1H), 8.44 (dd, 1H), 8.37 (s, 1H), 8.33 (dd, 1H), 8.10 (d, 1H), 7.55 (d, 1H), 7.33 (m, 2H), 7.25 (m, 2H), 7.11 (m, 1H), 7.07 (dd, 1H), 2.24 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08735584B2
Source datasetuspto-grants-2014_05
ORD IDord-76c2d2e57fcb4ad097572bf25f163364
Source noteuspto-grants-2014_05