HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 68498210, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | HCID 68493636 | HCID 68493636 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 68498210 | HCID 68498210 | 29.1% |
Reaction Steps
To a solution of 6-(5-aminopyridin-2-yloxy)-1H-indole-2-carboxylic acid ethyl ester (2.6 g, 8.6 mmol) in pyridine (13 mL) was added acetic anhydride (2.2 g, 21 mmol) under ice cooling and the mixture was stirred for 2 hours. Water (30 mL) was added to the reaction mixture and extracted with AcOEt, the organic layer was washed with 2 M HCl, saturated aqueous NaHCO3 and brine, dried over anhydrous sodium sulfate and evaporated. The residue was crystallized with 2-propyl alcohol and filtrated to give 0.85 g of the title compound. The filtrate was evaporated and the residue was purified by silica gel column chromatography (n-hexane:AcOEt=1:3) to give 1.26 g (total of 2.11 g) of the title compound as pale yellow crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08551999B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-fc78ecfaf96942c881d1e256968cb3d5 |
| Source note | uspto-grants-2013_10 |