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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2375631Generated: November 1, 2026

3-(Methylsulfonyl)phenylboronic acid → 4-amino-8-(3-methylsulfonylphenyl)-N-propyl-cinnoline-3-carboxamide

https://huagongshe.com/reaction/2375631

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-(Methylsulfonyl)phenylboronic acidHCID 2773542—
Reactant4-Amino-8-bromo-N-propylcinnoline-3-carboxamideHCID 14012326—
Product4-amino-8-(3-methylsulfonylphenyl)-N-propyl-cinnoline-3-carboxamideHCID 2363013983.1%

Reaction Steps

Using method A, 4-amino-8-bromo-N-propyl-cinnoline-3-carboxamide (150 mg, 0.485 mmol) and 3-(methylsulfonyl)phenylboronic acid (200 mg, 1.000 mmol) were reacted to afford the title compound (155 mg, 83% yield) as a white solid. 1H NMR (300 MHz, CDCl3) δ 8.51 (br, 1H), 8.21 (m, 1H), 8.11-7.67 (m, 6H), 3.45 (apparent quartet, J=7.0 Hz, 2H), 3.12 (s, 3H), 1.67 (apparent sextet, J=7.0 Hz, 2H), 1.01 (t, J=7.0 Hz, 3H). MS APCI, m/z=385 M+H) HPLC 1.75 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07465795B2
Source datasetuspto-grants-2008_12
ORD IDord-b9256588797e47c1b0ef01989798822d
Source noteuspto-grants-2008_12