HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium cyclopropylmethoxide → 6-(4-chloro-phenyl)-5-cyclopropylmethoxy-3-trifluoromethyl-pyrazine-2-carboxylic acid ((1R,2R)-2-hydroxy-cyclohexyl)-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium cyclopropylmethoxide | HCID 20660854 | — |
| Reactant | 5-bromo-6-(4-chloro-phenyl)-3-trifluoromethyl-pyrazine-2-carboxylic acid ((1R,2R)-2-hydroxy-cyclohexyl)-amide | HCID 46221085 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 6-(4-chloro-phenyl)-5-cyclopropylmethoxy-3-trifluoromethyl-pyrazine-2-carboxylic acid ((1R,2R)-2-hydroxy-cyclohexyl)-amide | HCID 44466570 | — |
Reaction Steps
To 0.048 g 5-bromo-6-(4-chloro-phenyl)-3-trifluoromethyl-pyrazine-2-carboxylic acid ((1R,2R)-2-hydroxy-cyclohexyl)-amide was added 1 ml of a 0.25 M solution of lithium cyclopropylmethoxide in tetrahydrofuran 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 washed with brine. After evaporation the crystalline residue was triturated under methanol to yield 0.028 g of the title compound as white crystals. MS (M−H) at 468.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08088920B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-7c40172b6d574eaea7a8dfe0c1283b67 |
| Source note | uspto-grants-2012_01 |