HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Sodium Carbonate → 3-Methyl-5-pyridin-3-yl-3H-benzooxazol-2-one
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Sodium Carbonate | HCID 10340 | — |
| Edukt | 5-bromo-3-methyl-3H-benzooxazol-2-one | HCID 337469 | — |
| Edukt | 3-Pyridinylboronic acid | HCID 2734378 | — |
| Katalysator | HCID 178418397 | HCID 178418397 | — |
| Lösungsmittel | 1,2-Dimethoxyethane | HCID 8071 | — |
| Produkt | 3-Methyl-5-pyridin-3-yl-3H-benzooxazol-2-one | HCID 49801712 | 39,8% |
Reaktionsschritte
A mixture of pyridin-3-ylboronic acid (61.5 mg, 0.5 mmol), 5-Bromo-3-methyl-3H-benzooxazol-2-one (114 mg, 0.5 mmol), polymer-supported Pd(PPh3)4 (0.11 mmol/g, 114 mg, 0.0125 mmol), Na2CO3 (2 M in water, 0.5 mL, 1 mmol) in DME (3 mL) was heated to reflux for 6 hrs. After filtration and concentration, the residue was purified by flash column (MeOH—CH2Cl2, v/v, 1-3%) and yielded the title compound as pale yellow solid (45 mg). 1HNMR(CDCl3, 400.342 MHz): δ 3.47 (s, 3H), 7.13 (s, 1H), 7.30 (m, 2H), 7.38 (dd, J=4.8, 7.9 Hz, 1H), 7.85 (m, 1H), 8.62 (dd, J=1.5, 4.8 Hz, 1H), 8.82 (d, J=2.4 Hz, 1H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08455522B2 |
| Quelldatensatz | uspto-grants-2013_06 |
| ORD ID | ord-68922bd57f3b45b09a3a8933893f47ac |
| Quellennotiz | uspto-grants-2013_06 |