HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → (S)-6-amino-5-ethynyl-N-[methyl(oxo)phenyl-lambda6-sulfanylidene]nicotinamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (S)-6-amino-N-[methyl(oxo)phenyl-lambda6-sulfanylidene]-5-[(trimethylsilyl)ethynyl]nicotinamide | HCID 24954185 | — |
| Solvent | MeOH tetrahydrofuran | HCID 21899815 | — |
| Product | (S)-6-amino-5-ethynyl-N-[methyl(oxo)phenyl-lambda6-sulfanylidene]nicotinamide | HCID 24954186 | 78% |
Reaction Steps
To a solution of (S)-6-amino-N-[methyl(oxo)phenyl-λ6-sulfanylidene]-5-[(trimethylsilyl)ethynyl]nicotinamide (308 mg, 0.83 mmol) in 20 mL THF/methanol (1:1 ratio) at 0° C. was added K2CO3 (344 mg, 2.5 mmol) added. After 7 minutes the solution was decanted from the solids and partitioned between EtOAc and H2O. The EtOAc layer was washed with brine, dried with anhydrous Na2SO4 and rotary evaporated. The brown oil was purified by chromatography (silica gel, CHCl3/EtOAc) to give the title compound as a white solid (193 mg, 78%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08383825B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-5b1cffa60a8f4f37ae9227df0f7dde0b |
| Source note | uspto-grants-2013_02 |