HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 4-((Azepan-4-yloxy)methyl)-5-cyclopropyl-3-(2,6-dichlorophenyl)isoxazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | 4-[5-Cyclopropyl-3-(2,6-dichloro-phenyl)-isoxazol-4-ylmethoxy]-azepane-1-carboxylic acid tert-butyl ester | HCID 59369327 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-((Azepan-4-yloxy)methyl)-5-cyclopropyl-3-(2,6-dichlorophenyl)isoxazole | HCID 59369337 | 88.3% |
Reaction Steps
To a solution of 4-[5-cyclopropyl-3-(2,6-dichloro-phenyl)-isoxazol-4-ylmethoxy]-azepane-1-carboxylic acid tert-butyl ester (2.0 g, 0.00416 mol) in CH2Cl2 (20 ml) is added trifluoroacetic acid (1.42 g, 0.01248 mol) at 0° C. under N2 atmosphere. Stir the mixture for 3 h at room temperature. Concentrate the reaction mixture in vacuo to give crude product. Purify by column chromatography over alumina (neutral) eluting with 8:2 dichloromethane/methanol to give the title compound 1.4 g (88%). ES/MS m/z 381.1 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08153624B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-392135104be746cfb46edaacd5f46466 |
| Source note | uspto-grants-2012_04 |