HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → N-((1H-benzo[d][1,2,3]triazol-1-yl)methyl)-1-((3-fluoro-4-methylphenyl)sulfonyl)-N-phenylpyrrolidine-2-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1-(Chloromethyl)-1H-benzotriazole | HCID 3328222 | — |
| Reactant | 1-((3-fluoro-4-methylphenyl)sulfonyl)-N-phenylpyrrolidine-2-carboxamide | HCID 68748340 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-((1H-benzo[d][1,2,3]triazol-1-yl)methyl)-1-((3-fluoro-4-methylphenyl)sulfonyl)-N-phenylpyrrolidine-2-carboxamide | HCID 68747335 | 76% |
Reaction Steps
Under inert atmosphere, to a stirred solution of NaH (5 mg, 0.13 mmol) in 0.20 ml anhydrous DMF at 0° C., was added a solution of parent compound 1-((3-fluoro-4-methylphenyl)sulfonyl)-N-phenylpyrrolidine-2-carboxamide (0.016 g, 0.04 mmol) in 0.20 ml anhydrous DMF. After 1 h at 0° C., a solution of 1-(chloromethyl)-1H-benzotriazole (0.022 g, 0.13 mmol) in 0.20 ml anhydrous DMF was added to the reaction mixture. This mixture was stirred for 16 h, and then solvent was completely removed. The crude was chromatographically purified over SiO2 using Hexane/AcOEt as the eluant, yielding 0.015 g (32%) of the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08455660B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-f10a4e3030b64c05ae24d6b75c263d83 |
| Source note | uspto-grants-2013_06 |