HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 5-Chloro-1H-indole-2-carboxylic acid [2-(4-hydroxy-piperidin-1-yl)-2-oxo-ethyl]-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Piperidin-4-ol | HCID 79341 | — |
| Reactant | N-[(5-chloro-1H-indol-2-yl)carbonyl]glycine | HCID 11436686 | — |
| Reactant | dichloromethane N,N-dimethylformamide | HCID 22350042 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 5-Chloro-1H-indole-2-carboxylic acid [2-(4-hydroxy-piperidin-1-yl)-2-oxo-ethyl]-amide | HCID 15521015 | — |
Reaction Steps
4-Hydroxypiperidine (0.83 mmol) and [(5-chloro-1H-indole-2-carbonyl)-amino]-acetic acid (0.8 mmol) were coupled according to procedure A (dimethylformamide-dichloromethane reaction solvent) with the following workup: the reaction mixture was stirred with ethyl acetate and aqueous 2 N HCl, the resulting suspension filtered and the collected solid washed successively with aqueous 2 N HCl, aqueous 2 N NaOH, ether and dried: Yield 180 mg, 68%; TSPMS 336/338 (MH+, 100%);
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06277877B1 |
| Source dataset | uspto-grants-2001_08 |
| ORD ID | ord-c6474ee2177d4db09776de9db42e7ed9 |
| Source note | uspto-grants-2001_08 |