HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → HCID 67496787, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | HCID 67497941 | HCID 67497941 | — |
| Product | HCID 67496787 | HCID 67496787 | 46.2% |
Reaction Steps
To a solution of (S)-tert-butyl 1-oxo-3-phenyl-1-(2-(pyridin-4-yl)thiazol-5-ylamino)propan-2-ylcarbamate (0.448 g, 1.1 mmol) in DCM (10 ml, 155 mmol) was added TFA (3.00 ml, 39 mmol). The resulting mixture was allowed to stir at rt for 3 hours. Upon completion, the mixture was concentrated and the residue was purified by HPLC to give 165 mg of (S)-2-amino-3-phenyl-N-(2-(pyridin-4-yl)thiazol-5-yl)propanamide 5.3E. 400 MHz 1H NMR (CD3OD) δ: 8.80 (d, J=8.0 Hz, 2H), 8.40 (d, J=8.0 Hz, 2H), 7.84 (s, 1H), 7.28-7.37 (m, 5H), 4.40 (dd, J=8.0, 8.0 Hz, 1H), 3.35 (obscured dd, 1H), 3.24 (dd, J=16.0, 8.0 Hz, 1H). LCMS (ES+) m/z 325.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08785468B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-7fd8da21461c41dca3299f480f993fab |
| Source note | uspto-grants-2014_07 |