HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sulfuryl chloride → (R)-N-(4-(5-(3 cyano-4-isopropoxyphenyl)-1,2,4-oxadiazol-3-yl)-2,3-dihydro-1H-inden-1-yl)-2-hydroxyacetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sulfuryl chloride | HCID 24648 | — |
| Reactant | 1-Aminoindane, (S)- | HCID 7000084 | — |
| Reactant | (R)-methyl 2-(((R)-4-(5-(3-cyano-4-isopropoxyphenyl)-1,2,4-oxadiazol-3-yl)-2,3-dihydro-1H-inden-1-yl)amino)propanoate | HCID 67196373 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (R)-N-(4-(5-(3 cyano-4-isopropoxyphenyl)-1,2,4-oxadiazol-3-yl)-2,3-dihydro-1H-inden-1-yl)-2-hydroxyacetamide | HCID 58344902 | — |
Reaction Steps
To a stirred solution of (R)- or (S)-indane amine (1 eq) in DCM (0.05M) was added TEA (2 eq) and the appropriate sulfonyl chloride (2 eq.) at room temperature. The reaction mixture was stirred at room temperature for 18 h. The solvent was evaporated and the pure product isolated after preparative HPLC purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09388147B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-705ffdda59d043e39bdd3a7d17f77b40 |
| Source note | uspto-grants-2016_07 |