HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclopropylmethoxide → 6-(4-Chloro-phenyl)-5-cyclopropylmethoxy-3-trifluoromethyl-pyrazine-2-carboxylic acid (2-cyclopropyl-2-hydroxy-propyl)-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclopropylmethoxide | HCID 21253811 | — |
| Reactant | 5-Bromo-6-(4-chloro-phenyl)-3-trifluoromethyl-pyrazine-2-carboxylic acid (2-cyclopropyl-2-hydroxy-propyl)-amide | HCID 86634704 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 6-(4-Chloro-phenyl)-5-cyclopropylmethoxy-3-trifluoromethyl-pyrazine-2-carboxylic acid (2-cyclopropyl-2-hydroxy-propyl)-amide | HCID 44463464 | — |
Reaction Steps
To a solution of 0.048 g 5-bromo-6-(4-chloro-phenyl)-3-trifluoromethyl-pyrazine-2-carboxylic acid (2-cyclopropyl-2-hydroxy-propyl)-amide in 0.3 ml dimethylsulfoxide was added 0.2 ml of a 1M solution of cyclopropylmethoxide in dimethylsulfoxide and the mixture was stirred at room temperature for 30 min. The orange reaction mixture was partitioned between 10% citric acid and ethyl acetate. The phases were separated and the organic phase was purified by chromatography on silica gel with heptane: ethyl acetate=9:1 to 1:1 to yield 0.015 g of the title compound as white solid. MS (M+H) at 468.3.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08088920B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-f5d6a305bc024684abb1a14d53170b8f |
| Source note | uspto-grants-2012_01 |