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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1486542Generated: October 29, 2026

Tolylboronic acid → 1-Benzhydryl-5-(p-tolyl)pyrimidine-2,4-dione

https://huagongshe.com/reaction/1486542

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolylboronic acidHCID 79799—
Reactant1-Benzhydryl-5-iodo-pyrimidine-2,4-dioneHCID 71654965—
Product1-Benzhydryl-5-(p-tolyl)pyrimidine-2,4-dioneHCID 9001686950.3%

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 p-tolylboronic acid (0.06 g, 0.41 mmol). The crude was purified by column chromatography using a Teledyne ISCO apparatus (cyclohexane:EtOAc 75:25) to afford the title compound (0.05 g, 50%) as a white solid. 1H NMR (400 MHz, CDCl3) δ 2.32 (s, 3H), 7.11-7.15 (m, 3H), 7.20-7.24 (m, 6H), 7.34-7.44 (m, 6H), 8.16 (s, 1H). MS (ESI) m/z: 369 [M-H]−.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09428465B2
Source datasetuspto-grants-2016_08
ORD IDord-e11bfb6792094cb083409792ef780732
Source noteuspto-grants-2016_08