HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 1-(3-Phenyl-1,2-oxazol-5-yl)methanamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | 5-(tert-Butoxycarbonylaminomethyl)-3-phenylisoxazole | HCID 67283792 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-(3-Phenyl-1,2-oxazol-5-yl)methanamine | HCID 2764165 | 141.7% |
Reaction Steps
Trifluoroacetic acid (1.7 ml, 2.6 mmol) was added dropwise to a solution of 5-(tert-butoxycarbonylaminomethyl)-3-phenylisoxazole (Method 43; 473 mg, 1.73 mmol) in DCM (8 ml) cooled in an ice bath. The mixture was warmed to ambient temperature and stirred for 18 hours and the volatiles removed by evaporation. The residue was triturated with ether to give the title compound (427 mg, 86%). NMR (DMSO) 4.33 (s, 2H), 7.1 (s, 1H), 7.5 (m, 3H), 7.8 (m, 2H), 8.6 (br s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07521453B2 |
| Source dataset | uspto-grants-2009_04 |
| ORD ID | ord-ca4fd63d70514e33a8f4947a3b8d19a2 |
| Source note | uspto-grants-2009_04 |