HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrabutylammonium Fluoride → H-Pyrrolo[2,3-b]pyridine, 5-bromo-3-(3-furanyl)-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | 5-Bromo-3-furan-3-yl-2-trimethylsilanyl-1H-pyrrolo[2,3-b]pyridine | HCID 59811872 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | H-Pyrrolo[2,3-b]pyridine, 5-bromo-3-(3-furanyl)- | HCID 59811896 | 60.8% |
Reaction Steps
To a stirred solution of azaindole 13 (20.9 mg, 0.06 mmol) in THF (3 mL) was added a 1M solution of TBAF in THF (0.12 mL, 0.12 mmol). After 1.5 h the mixture was concentrated and purified by PTLC with AcOEt as eluent to give azaindole 14 (9.6 mg, 58%) as a white solid. 1H NMR (400 MHz; CDCl3) δ 6.67 (m, 1H), 7.44 (d, J=2.4 Hz, 1H), 7.53 (m, 1H), 7.76 (m, 1H), 8.18 (d, J=2.1 Hz, 1H), 8.39 (m, 1H), 9.33 (brs, NH).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07432375B2 |
| Source dataset | uspto-grants-2008_10 |
| ORD ID | ord-8a19bc40a0db48b69c68728fb19c1ad6 |
| Source note | uspto-grants-2008_10 |