HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → (3-{[3-(2-Chloro-6-fluoro-phenyl)-5-methyl-isoxazole-4-carbonyl]-amino}-cycloheptyl)-acetic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-(2-Chloro-6-fluorophenyl)-5-methylisoxazole-4-carbonyl chloride | HCID 2736581 | — |
| Reactant | Methyl 2-(3-aminocycloheptyl)acetate | HCID 22714191 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (3-{[3-(2-Chloro-6-fluoro-phenyl)-5-methyl-isoxazole-4-carbonyl]-amino}-cycloheptyl)-acetic acid methyl ester | HCID 69849379 | 873.9% |
Reaction Steps
A solution of 4.4 g (24 mmol) of methyl 2-(3-aminocycloheptyl)acetate, 0.03 g (0.46 mmol) of 3-(6-chloro-2-fluorophenyl)-5-methylisoxazole4-carbonyl chloride, and 0.07 ml (0.5 mmol) of triethylamine in dichloromethane (10 ml) was stirred for 12 hours. The solvent was removed in vacuo and replaced with ethyl acetate. The organic layer was washed with 1N HCl, then aq. NaHCO3, followed by brine and dried. The solvent was removed in vacuo then chromatographed on silica gel with hexane/EtOAc 3/1 to yield 1.7 g of the title compound. MS(ES+)m/z=423.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06743794B2 |
| Source dataset | uspto-grants-2004_06 |
| ORD ID | ord-2d4a1325369d4fb18de71cce0a4a9d19 |
| Source note | uspto-grants-2004_06 |