HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → Benzyl 1H-pyrrolo[2,3-b]pyridine-5-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | Benzyl 1-(triisopropylsilyl)-1H-pyrrolo[2,3-b]pyridine-5-carboxylate | HCID 58835322 | — |
| Solvent | Water | HCID 962 | — |
| Product | Benzyl 1H-pyrrolo[2,3-b]pyridine-5-carboxylate | HCID 57595581 | 35.6% |
Reaction Steps
Into a Round bottom flask was added compound 21 (250.0 mg, 0.0006118 mol) and Tetrahydrofuran (5.0 mL, 0.062 mol) and Tetra-n-butylammonium fluoride (190 mg, 0.00073 mol). The reaction mixture was stirred at room temperature for 30 minutes. The reaction mixture was poured into water, extracted with EtOAc. The organic layer was washed with brine, dried over sodium sulfate, concentrated and purified with biotage to give product 22 (55 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07504509B2 |
| Source dataset | uspto-grants-2009_03 |
| ORD ID | ord-6103052002624290959dfc005b6a50fd |
| Source note | uspto-grants-2009_03 |