HuagongsheHuagongshe Chemistry Print Report · For research reference only
(Naphthalen-2-yl)boronic acid → 1-Benzhydryl-5-(2-naphthyl)pyrimidine-2,4-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (Naphthalen-2-yl)boronic acid | HCID 2734375 | — |
| Reactant | 1-Benzhydryl-5-iodo-pyrimidine-2,4-dione | HCID 71654965 | — |
| Product | 1-Benzhydryl-5-(2-naphthyl)pyrimidine-2,4-dione | HCID 90017641 | 82.4% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09428465B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-3a7826879c62477ca4e21c3d61895c49 |
| Source note | uspto-grants-2016_08 |