HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 89455815, compound → HCID 86679563, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 89455815 | HCID 89455815 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 86679563 | HCID 86679563 | 58.3% |
Reaction Steps
To a solution of (S)-4-(2-(2-(3-(N-(tert-butoxycarbonyl)methylsulfonamido)-4-methoxybenzoylthio)acetoxy)-2-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)-phenyl)ethyl)-3,5-dichloropyridine 1-oxide (0.082 g, 0.100 mmol) in DCM (4 ml), HCl 4M in dioxane was added, and the reaction was stirred at RT for 3 days. The volatiles were removed under vacuum, and the residue was purified by chromatography on silica gel column (DCM:MeOH=95:5) to afford (S)-3,5-dichloro-4-(2-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)-2-(2-(4-methoxy-3-(methylsulfonamido)benzoylthio)acetoxy)ethyl)pyridine 1-oxide (0.042 g, 0.058 mmol, 58.3% yield, MS/ESI+ 721.32 [MH]+, [αD]=−31.40, c=0.5, MeOH).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09265768B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-752c3b0e6d2945e89a11055bcdbc1c23 |
| Source note | uspto-grants-2016_02 |