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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2375662Generated: November 2, 2026

4-Amino-8-bromo-N-propylcinnoline-3-carboxamide → HCID 25133109, compound

https://huagongshe.com/reaction/2375662

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Amino-8-bromo-N-propylcinnoline-3-carboxamideHCID 14012326—
Reactant(5-Methoxy-2-methylphenyl)boronic acidHCID 17750868—
ProductHCID 25133109HCID 2513310973.6%

Reaction Steps

Using method A, 4-amino-8-bromo-N-propyl-cinnoline-3-carboxamide (150 mg, 0.485 mmol) and 5-methoxy-2-methyl-phenylboronic acid (125 mg, 1.000 mmol) were reacted to afford the title compound (125 mg, 73% yield). 1H NMR (300 MHz, CDCl3) δ 8.55 (br, 1H), 7.88 (m, 1H), 7.76-7.64 (m, 2H), 7.21 (m, 1H), 6.92-6.81 (m, 2H), 3.79 (s, 3H), 3.45 (apparent quartet, J=7.0 Hz, 2H), 1.97 (s, 3H), 1.65 (apparent sextet, J=7.0 Hz, 2H), 0.99 (t, J=7.0 Hz, 3H). MS APCI, m/z=351 (M+H). HPLC 1.77 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07465795B2
Source datasetuspto-grants-2008_12
ORD IDord-375f7df44ebf48b199afc2397e2c16b6
Source noteuspto-grants-2008_12