HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → HCID 67496839, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | HCID 67497612 | HCID 67497612 | — |
| Product | HCID 67496839 | HCID 67496839 | 75% |
Reaction Steps
To a solution of (S)-tert-butyl 3-(4-fluorophenyl)-1-oxo-1-(2-(pyridin-4-yl)thiazol-5-ylamino)propan-2-ylcarbamate (0.250 g, 0.565 mmol) in DCM (10.0 ml, 155 mmol) was added TFA (2.50 ml, 32.4 mmol). The resulting mixture was allowed to stir at rt for 4 hours. The mixture was concentrated and the residue was purified by HPLC to give 145 mg of (S)-2-amino-3-(4-fluorophenyl)-N-(2-(pyridin-4-yl)thiazol-5-yl)propanamide 5.2B. 400 MHz 1H NMR (CD3OD) δ: 8.79 (d, J=8.0 Hz, 2H), 8.37 (d, J=8.0 Hz, 2H), 7.86 (s, 1H), 7.30 (dd, J=8.0, 4.0 Hz, 2H), 7.08 (dd, J=12, 8.0 Hz, 2H), 4.37 (dd, J=8.0, 8.0 Hz, 1H), 3.34 (obscured dd, 1H), 3.23 (dd, J=12.0, 8.0 Hz, 1H), LCMS (ES+) m/z 343.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08785468B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-4dd06c7364034e708a3df60c21b29edb |
| Source note | uspto-grants-2014_07 |