HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Anhydride → trans-N-{[2-(2-methyl-2H-indazol-4-yl)cyclopropyl]methyl}acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | trans-1-[2-(2-methyl-2H-indazol-4-yl)cyclopropyl]methanamine | HCID 59334500 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Sodium Bicarbonate | HCID 516892 | — |
| Product | trans-N-{[2-(2-methyl-2H-indazol-4-yl)cyclopropyl]methyl}acetamide | HCID 59334573 | 52.3% |
Reaction Steps
To a solution of trans-1-[2-(2-methyl-2H-indazol-4-yl)cyclopropyl]methanamine (100 mg, 0.497 mmol) and triethylamine (104 μL, 0.746 mmol) in tetrahydrofuran (5 mL) was added acetic anhydride (70.5 μL, 0.746 mmol) under ice-cooling, and the mixture was stirred at room temperature for 5 min. The reaction solution was diluted with saturated aqueous sodium hydrogen carbonate solution. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (methanol/ethyl acetate=0/100→10/90) and recrystallization (ethyl acetate/hexane) to give the title compound (63.2 mg, yield 52%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08110585B2 |
| Source dataset | uspto-grants-2012_02 |
| ORD ID | ord-2fdf6134d1934f00ba1c1152af33ab0f |
| Source note | uspto-grants-2012_02 |