HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → Phenylmethyl 2-((3S,1R)-3-{[5-methyl-3-(6-fluoro-2-iodophenyl)isoxazol-4-yl]carbonylamino}cyclohexyl)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Carboxy-5-methyl-3-(2-iodo-6-fluoro-phenyl)isoxazole | HCID 17930645 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Phenylmethyl 2-((3S,1R)-3-{[5-methyl-3-(6-fluoro-2-iodophenyl)isoxazol-4-yl]carbonylamino}cyclohexyl)acetate | HCID 69848288 | 86% |
Reaction Steps
In a fashion similar to that described for preparation 99, a compound from preparation 45 (5.1 g, 14.7 mmol), dichloromethane (30 mL), TFA (30 mL), dichloromethane (150 mL), 3-(2-fluoro-6-iodo-phenyl)-5-methylisoxazole-4-carboxylic acid (6.39 g, 17.49 mmol), and Et3N (6.03 mL, 43.4 mmol) gave the title compound (7.15 g, 86%) after column chromatography (silica gel, hexanes/EtOAc gradient). Mass Spectrum (ES+) (m/z) 577.0 [M+1].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06743794B2 |
| Source dataset | uspto-grants-2004_06 |
| ORD ID | ord-e0baba97c244494b9fbd431ca8c64902 |
| Source note | uspto-grants-2004_06 |