HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylsilane → Methyl 2-(1H-pyrrolo[2,3-b]pyridin-3-yl)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylsilane | HCID 12052 | — |
| Reactant | Methyl 7-azaindole-3-glyoxylate | HCID 6028556 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | Methyl 2-(1H-pyrrolo[2,3-b]pyridin-3-yl)acetate | HCID 25067325 | 75.2% |
Reaction Steps
To a mixture of triethylsilane (9.95 g, 85.78 mmol) in TFA (25 mL) was added portionwise methyl oxo(1H-pyrrolo[2,3-b]pyridin-3-yl)acetate (5.0 g, 24.48 mmol). After a period of 18 h at 50° C., the solvent was evaporated and saturated NaHCO3 was added followed by DCM. The organic phase was separated, dried over magnesium sulfate, filtered and evaporated under reduced pressure. The residue was purified by combiflash with 10% ethyl acetate in hexane to 100% ethyl acetate to provide 3.5 g of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08546422B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-47bde9a8ad6748d9986c78ccbceaf641 |
| Source note | uspto-grants-2013_10 |