HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → N-(2-(5-chloro-1H-indol-3-yl)ethyl)-5-methyl-2-phenyloxazole-4-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 5-Methyl-2-phenyl-1,3-oxazole-4-carbonyl chloride | HCID 318530 | — |
| Reactant | 5-Chloro-1H-indole-3-ethylamine monohydrochloride | HCID 2827494 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-(2-(5-chloro-1H-indol-3-yl)ethyl)-5-methyl-2-phenyloxazole-4-carboxamide | HCID 66831974 | 76% |
Reaction Steps
This compound was obtained following Method B starting from 2-(5-chloro-1H-indol-3-yl)ethanamine hydrochloride (0.0454 g, 0.193 mmol), 5-methyl-2-phenyl-1,3-oxazole-4-carbonyl chloride (0.044 g; 0.193 mmol), and triethylamine (0.0676 mL; 0.481 mmol) in dichloromethane (3 mL). Flash chromatography on silica gel eluting with 2 to 20% of ethyl acetate in dichloromethane gave 0.0555 g (76%) of N-(2-(5-chloro-1H-indol-3-yl)ethyl)-5-methyl-2-phenyloxazole-4-carboxamide as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09434722B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-0cae746540094acc8f05c2e07f693172 |
| Source note | uspto-grants-2016_09 |