HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → HCID 67227886, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | 1-benzenesulfonyl-2-[2-cyclopentyl-1-(4-methanesulfonyl-phenyl)-vinyl]-5-ethanesulfinyl-1H-pyrrolo[2,3-b]pyridine | HCID 67229399 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | HCID 67227886 | HCID 67227886 | 88% |
Reaction Steps
A mixture of 1-benzenesulfonyl-2-[2-cyclopentyl-1-(4-methanesulfonyl-phenyl)-vinyl]-5-ethanesulfinyl-1H-pyrrolo[2,3-b]pyridine (56 mg, 0.096 mmol) and a solution of tetrabutylammonium fluoride in tetrahydrofuran (1 M, 3.85 mL, 3.85 mmol) was stirred for 12 h at room temperature. The mixture was poured into brine (5 mL), extracted with ethyl acetate (2×20 mL), washed with a saturated aqueous ammonium chloride solution (3×10 mL), dried over anhydrous sodium sulfate and then concentrated in vacuo to give 2-[2-cyclopentyl-1-(4-methanesulfonyl-phenyl)-vinyl]-5-ethanesulfinyl-1H-pyrrolo[2,3-b]pyridine (37 mg, 88%) as a solid which was used in the next step without purification: LC/MS m/e calcd for C23H26N2O3S2 [M+H]+ 443.6, observed 443.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08222416B2 |
| Source dataset | uspto-grants-2012_07 |
| ORD ID | ord-349b26d989c949229afd371182881a0c |
| Source note | uspto-grants-2012_07 |