HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 10-chloro-1-methyl-8-(phenylsulfonyl)-3,8-dihydro-4H-[1,4]oxazepino[6,7-e]indole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Benzenesulfonyl chloride | HCID 7369 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 10-chloro-1-methyl-3,8-dihydro-4H-[1,4]oxazepino[6,7-e]indole | HCID 136393644 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 10-chloro-1-methyl-8-(phenylsulfonyl)-3,8-dihydro-4H-[1,4]oxazepino[6,7-e]indole | HCID 25054757 | 21.1% |
Reaction Steps
Sodium hydride (60% in mineral oil, 38 mg, 0.95 mmol) was added to 10-chloro-1-methyl-3,8-dihydro-4H-[1,4]oxazepino[6,7-e]indole (Intermediate 40, 45 mg, 0.19 mmol) and benzensulfonyl chloride (74 μl, 0.58 mmol) in DMF (3 ml). The reaction mixture was stirred at room temperature for 10 minutes before water was added dropwise. The crude material was purified by preparative HPLC (XTerra C18, 50 mM NH4HCO3 pH 10-CH3CN) to give the title compound (15 mg) as a red solid. MS m/z 375 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07960374B2 |
| Source dataset | uspto-grants-2011_06 |
| ORD ID | ord-171264efb6a04d0ca02018dbdb64d7fe |
| Source note | uspto-grants-2011_06 |