HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 3,3-dimethyl-4-oxo-4-[2-(3,4,5-trimethoxy-phenyl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-butyronitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | 3,3-dimethyl-4-oxo-4-[5-triisopropylsilanyl-2-(3,4,5-trimethoxy-phenyl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-butyronitrile | HCID 59540951 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3,3-dimethyl-4-oxo-4-[2-(3,4,5-trimethoxy-phenyl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-butyronitrile | HCID 59541011 | 9% |
Reaction Steps
A solution of 3,3-dimethyl-4-oxo-4-[5-triisopropylsilanyl-2-(3,4,5-trimethoxy-phenyl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-butyronitrile (0.093 g, 0.17 mmol) and 0.3 mL of trifluoroacetic acid in 2 mL of dichloromethane was stirred for 15 h, then concentrated. The resulting residue was redissolved in dichloromethane and washed with a sat. aq. NaHCO3 solution, dried over MgSO4, filtered and concentrated to a residue. Column chromatography (0->100% EtOAc/hexanes) afforded 0.006 g (9%) of 3,3-dimethyl-4-oxo-4-[2-(3,4,5-trimethoxy-phenyl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-butyronitrile as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08008298B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-5602fb0513774436bde3de5484486365 |
| Source note | uspto-grants-2011_08 |