HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methoxytrimethylsilane → 5-[2-Hydroxy-4-(1H-pyrrol-3-yl)-phenyl]-1,1-dioxo-1,2,5-thiadiazolidin-3-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methoxytrimethylsilane | HCID 15771 | — |
| Reactant | Pyridine, hydrofluoride (1:1) | HCID 64774 | — |
| Reactant | HCID 68838285 | HCID 68838285 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 5-[2-Hydroxy-4-(1H-pyrrol-3-yl)-phenyl]-1,1-dioxo-1,2,5-thiadiazolidin-3-one | HCID 57777380 | — |
Reaction Steps
To a solution of 5-[2-hydroxy-4-(1-triisopropylsilanyl-1H-pyrrol-3-yl)-phenyl]-1,1-dioxo-1,2,5-thiadiazolidin-3-one in MeCN (10 mL) is added HF-Pyridine (0.2 mL, 2.23 mmol) and the reaction mixture is stirred at RT for 2 h. TMSOMe (5 mL) is added to consume unreacted HF, and the crude reaction mixture is concentrated in vacuo. The residue is purified by reverse phase MPLC using 1-40% MeCN/H2O as eluent to give the title compound: (M−1)−=292.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08084448B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-cf9de93ee3c3470bb763eb37b95e4aa7 |
| Source note | uspto-grants-2011_12 |