HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 68491573, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Benzoyl chloride, 3,4-dichloro- | HCID 76403 | — |
| Reactant | HCID 68496504 | HCID 68496504 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68491573 | HCID 68491573 | 87.3% |
Reaction Steps
[4-(5-Aminopyridin-2-yloxy)indole-1-yl]acetic acid ethyl ester (0.715 g, 2.30 mmol) was dissolved in THF (10 mL). To the solution were added triethylamine (0.320 mL, 2.30 mmol), then 3,4-Dichlorobenzoyl chloride (0.481 g, 2.30 mmol), and the resulting solution was stirred for 30 minutes at room temperature. Water (50 mL) was added to the reaction solution, and the mixture was extracted with ethyl acetate (50 mL). After the organic layer was washed with brine, then dried over anhydrous sodium sulfate, the solvent was evaporated. The obtained residue was recrystallized from ethyl acetate and n-hexane to yield 0.972 g of the title compound as a white powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08551999B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-d8bea8ccabe142aa9a7ecc4f72707899 |
| Source note | uspto-grants-2013_10 |