HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 5-[(E)-C-[2-(4-chloro-2-methylphenyl)-2-(4-methylsulfonylphenyl)ethyl]-N-hydroxycarbonimidoyl]-1-(2-methoxyethyl)pyridin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Bromoethyl methyl ether | HCID 80972 | — |
| Reactant | Hydroxyamine hydrochloride | HCID 443297 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 5-(3-(4-chloro-2-methylphenyl)-3-(4-(methylsulfonyl)phenyl)propanoyl)pyridin-2(1H)-one | HCID 67015754 | — |
| Catalyst | Tetrabutylammonium Iodide | HCID 67553 | — |
| Product | 5-[(E)-C-[2-(4-chloro-2-methylphenyl)-2-(4-methylsulfonylphenyl)ethyl]-N-hydroxycarbonimidoyl]-1-(2-methoxyethyl)pyridin-2-one | HCID 58043233 | — |
Reaction Steps
In analogy to example 161, step 1, 5-(3-(4-chloro-2-methylphenyl)-3-(4-(methylsulfonyl)phenyl)propanoyl)pyridin-2(1H)-one (example 339, step 2) was reacted with 1-bromo-2-methoxyethane in the presence of potassium carbonate and a catalytic amount of tetrabutylammonium iodide. The product of this reaction was reacted in analogy to example 151, step 3, with hydroxylamine hydrochloride in the presence of sodium hydrogencarbonate to give the title compound as a colourless solid containing less than 10% of the corresponding Z isomer, MS (ESI+): m/z=503.2 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08765730B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-f3ce9f4dbed045b48f984fc03aa87d1f |
| Source note | uspto-grants-2014_07 |