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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1486544Generated: October 29, 2026

(Naphthalen-2-yl)boronic acid → 1-Benzhydryl-5-(2-naphthyl)pyrimidine-2,4-dione

https://huagongshe.com/reaction/1486544

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(Naphthalen-2-yl)boronic acidHCID 2734375—
Reactant1-Benzhydryl-5-iodo-pyrimidine-2,4-dioneHCID 71654965—
Product1-Benzhydryl-5-(2-naphthyl)pyrimidine-2,4-dioneHCID 9001764182.4%

Reaction Steps

The title compound: was obtained according to the procedure described for the synthesis of Example 14 (Step 2), starting from 1-benzhydryl-5-iodo-pyrimidine-2,4-dione (0.11 g, 0.27 mmol) and 2-naphthylboronic acid (0.07 g, 0.41 mmol). The crude was purified by column chromatography using a Teledyne ISCO apparatus (cyclohexane:EtOAc 70:30) to afford the title compound (0.09 g, 80%) as an off-white solid. 1H NMR (400 MHz, CDCl3): 7.17 (s, 1H), 7.24-7.27 (m, 2H), 7.36 (s, 1H), 7.38-7.47 (m, 10H), 7.76-7.88 (m, 5H), 8.28 for s, 1H). MS (ESI) m/z: 405 [M-H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09428465B2
Source datasetuspto-grants-2016_08
ORD IDord-3a7826879c62477ca4e21c3d61895c49
Source noteuspto-grants-2016_08