HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phosphorus oxychloride → N-(1-(1-(4-chlorophenyl)-1-(3-cyano-1,2,4-oxadiazol-5-yl)propyl)-1H-indazol-4-yl)methane sulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | 5-(1-(4-chlorophenyl)-1-(4-(methylsulfonamido)-1H-indazol-1-yl)propyl)-1,2,4-oxadiazole-3-carboxamide | HCID 70563916 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | N-(1-(1-(4-chlorophenyl)-1-(3-cyano-1,2,4-oxadiazol-5-yl)propyl)-1H-indazol-4-yl)methane sulfonamide | HCID 70562427 | — |
Reaction Steps
To a solution of the product from Example 37 step F above (6.8 mg, 0.014 mmol) in pyridine (1.0 mL) was added POCl3 (32.8 mg, 0.28 mmol) at 0° C. After stirring at RT overnight, the reaction mixture was concentrated under reduced pressure. The resulting residue was diluted with dioxane/water, acidified with TFA, and purified directly on RP-HPLC to give the title compound. LC/MS m/z=457.1 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09403807B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-802f4e6636db401d9be7c029d224ef9b |
| Source note | uspto-grants-2016_08 |