HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → 1-(4-Fluorobenzyl)-5-methanesulfonylindole-2-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Ethyl chloroformate | HCID 10928 | — |
| Reactant | 1-(4-fluorobenzyl)-5-methanesulfonylindole-2-carboxylic Acid | HCID 22504452 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | 1-(4-Fluorobenzyl)-5-methanesulfonylindole-2-carboxamide | HCID 22504369 | — |
Reaction Steps
To a mixture of the compound obtained in Example 22 (4) (0.23 g) and tetrahydrofuran (7 ml), triethylamine (0.19 ml) and ethyl chlorocarbonate (0.1 ml) were added at 0° C. and the mixture was stirred at the same temperature for 20 minutes. An ammonia gas was blown into the mixture at 0° C. and the mixture was stirred at the same temperature for 30 minutes. Water was added thereto and the mixture was extracted with ethyl acetate. The organic layer was washed with water, dried over sodium sulfate and concentrated under reduced pressure. The resulting residue was recrystallized (ethyl acetate) to obtain 0.06 g of the desired product as a white crystal.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06875770B2 |
| Source dataset | uspto-grants-2005_04 |
| ORD ID | ord-078af033a05e40ef886904d72cdff349 |
| Source note | uspto-grants-2005_04 |