HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → 1H-Pyrrolo(2,3-b)pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 1-benzenesulfonyl-2-[2-cyclopentyl-1-(6-methoxy-pyridin-3-yl)-vinyl]-1H-pyrrolo[2,3-b]pyridine | HCID 67228717 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 1H-Pyrrolo(2,3-b)pyridine | HCID 9222 | 253.9% |
Reaction Steps
A mixture of 1-benzenesulfonyl-2-[2-cyclopentyl-1-(6-methoxy-pyridin-3-yl)-vinyl]-1H-pyrrolo[2,3-b]pyridine (110 mg, 0.24 mmol), ethanol (6 mL), tetrahydrofuran (3 mL) and an aqueous sodium hydroxide solution (10%, 1 mL) was heated at 40° C. for 4 h. The mixture was diluted with ethyl acetate (100 mL), washed with water, dried over anhydrous sodium sulfate and then concentrated in vacuo to afford 2-[2-cyclopentyl-1-(6-methoxy-pyridin-3-yl))-vinyl]-1H-pyrrolo[2,3-b]pyridine (72 mg, 94%) as a white solid: LC/MS m/e calcd for C20H21N3O [M+H]+ 320.41, observed 320.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08222416B2 |
| Source dataset | uspto-grants-2012_07 |
| ORD ID | ord-dc19e8e1caff4589afd8055296dfa4bc |
| Source note | uspto-grants-2012_07 |