HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tolylboronic acid → 1-Benzhydryl-5-(p-tolyl)pyrimidine-2,4-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tolylboronic acid | HCID 79799 | — |
| Reactant | 1-Benzhydryl-5-iodo-pyrimidine-2,4-dione | HCID 71654965 | — |
| Product | 1-Benzhydryl-5-(p-tolyl)pyrimidine-2,4-dione | HCID 90016869 | 50.3% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09428465B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-e11bfb6792094cb083409792ef780732 |
| Source note | uspto-grants-2016_08 |