HuagongsheHuagongshe Chemistry Print Report · For research reference only
1H-Benzotriazole-1-carboxaldehyde → (S)-N-[[3-[3-Fluoro-4-[1-(formyl)-3-azetidinyl]phenyl]-2-oxo-5-oxazolidinyl]methyl]acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1H-Benzotriazole-1-carboxaldehyde | HCID 576740 | — |
| Reactant | (S)-N-[[3-[3-Fluoro-4-[3-azetidinyl]phenyl]-2-oxo-5-oxazolidinyl]methyl]acetamide | HCID 53667482 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (S)-N-[[3-[3-Fluoro-4-[1-(formyl)-3-azetidinyl]phenyl]-2-oxo-5-oxazolidinyl]methyl]acetamide | HCID 54095930 | — |
Reaction Steps
N-Formylbenzotriazole (115 mg, 0.78 mmol) was added to a stirred suspension of (S)-N-[[3-[3-fluoro-4-[3-azetidinyl]phenyl]-2-oxo-5-oxazolidinyl]methyl]acetamide (Example 82, 153 mg, 0.50 mmol) in THF (5 mL) and stirred overnight. The solvent was removed and the residue chromatographed over silica gel (50 g, 40-60 μm) eluting with 2-5% methanol-chloroform to give the title compound as a white foam. FAB-HRMS: theory 336.1356 (M+1); meas. 336.1357.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06043266 |
| Source dataset | uspto-grants-2000_03 |
| ORD ID | ord-d6dd06bf7b9341d18b277ad287af5b08 |
| Source note | uspto-grants-2000_03 |