HuagongsheHuagongshe Chemistry Print Report · For research reference only
(4-Methoxyphenyl)boronic acid → 5-(4-Methoxyphenyl)pyridin-2(1H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (4-Methoxyphenyl)boronic acid | HCID 201262 | — |
| Reactant | 5-Bromo-2-hydroxypyridine | HCID 599528 | — |
| Solvent | Cyclohexane ethylacetate | HCID 21867204 | — |
| Product | 5-(4-Methoxyphenyl)pyridin-2(1H)-one | HCID 20081497 | 69.2% |
Reaction Steps
According to Scheme 5 Step 1: The title compound was prepared from 5-bromopyridin-2(1H)-one (1 eq, 17.2 mmol, 3.00 g, Example 1 Step 1) and 4-methoxyphenylboronic acid (1.5 eq, 25.9 mmol, 3.93 g) according to the procedure described for Example 2 Step 2. Reaction conditions: 4.5 hours at 120° C. The crude product was purified by flash chromatography over silica gel (AIT Flashsmart prepacked column 70 g SiO2) using pure AcOEt then AcOEt/MeOH 95/5 as eluent to afford 5-(4-methoxyphenyl)-(1H)-pyridin-2-one (11.9 mmol, 2.40 g, 69%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08399493B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-873d2377f0a74c83b8b30ac49b0d599f |
| Source note | uspto-grants-2013_03 |