HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 59428086, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | Methanesulfonamide | HCID 72879 | — |
| Reactant | HCID 57565834 | HCID 57565834 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 59428086 | HCID 59428086 | 30.8% |
Reaction Steps
A solution of chiral (2′S,3S,4′R)-6-chloro-4′-[5-chloro-2-(2-hydroxy-1,1-dimethyl-ethoxy)-phenyl]-2′-[5-fluoro-2-methylphenyl]spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione (20 mg, 0.035 mmol) and CDI (11 mg, 0.068 mmol) in DMF (0.2 mL) was heated at 60° C. for 30 min, and then cooled to root temperature. To this solution was added a mixture of methanesulfonamide (19 mg, 0.2 mmol) and NaH (8 mg, 60%, 0.2 mmol) in DMF (0.2 mL). The resulting mixture was stirred at room temperature for 10 min, purified by prep-HPLC to give the title compound as a white solid (7 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07776875B2 |
| Source dataset | uspto-grants-2010_08 |
| ORD ID | ord-2e134535f83d42c09cf702ea7bb5d4bf |
| Source note | uspto-grants-2010_08 |