HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bicarbonate → 5-(3-(4-chloro-2-methylphenyl)-3-(4-(hydroxymethyl)phenyl)propanoyl)-1-methylpyridin-2(1H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 4-(Hydroxymethyl)benzeneboronic acid | HCID 2734706 | — |
| Reactant | 5-[(E)-3-(4-Chloro-2-methyl-phenyl)-acryloyl]-1-methyl-1H-pyridin-2-one | HCID 66668986 | — |
| Catalyst | Rhodium, di-mu-chlorobis((1,2,5,6-eta)-1,5-cyclooctadiene)di- | HCID 6436379 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 5-(3-(4-chloro-2-methylphenyl)-3-(4-(hydroxymethyl)phenyl)propanoyl)-1-methylpyridin-2(1H)-one | HCID 66669063 | — |
Reaction Steps
In analogy to example 203, step 1, 5-[(E)-3-(4-chloro-2-methyl-phenyl)-acryloyl]-1-methyl-1H-pyridin-2-one (example 323, step 3) was reacted with 4-(hydroxymethyl)phenyl-boronic acid in the presence of chloro(1,5-cyclooctadiene)rhodium(I) dimer and sodium hydrogencarbonate in 1,4-dioxane and water at 60° C. to give the title compound as a yellow foam, MS (ESI+): m/z=396.1 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08765730B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-7cbb9d1cf1f1416ab48a94fb09754a09 |
| Source note | uspto-grants-2014_07 |