HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → (2S)-1-(4-(Isoquinolin-6-yl)-1H-pyrazol-1-yl)-3-(4-(trifluoromethyl)phenyl)-propan-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | tert-butyl(S)-3-(4-(isoquinolin-6-yl)-1H-pyrazol-1-yl)-1-(4-(trifluoromethyl)phenyl)propan-2-ylcarbamate | HCID 57950543 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (2S)-1-(4-(Isoquinolin-6-yl)-1H-pyrazol-1-yl)-3-(4-(trifluoromethyl)phenyl)-propan-2-amine | HCID 57950501 | 57.5% |
Reaction Steps
A mixture of tert-butyl(S)-3-(4-(isoquinolin-6-yl)-1H-pyrazol-1-yl)-1-(4-(trifluoromethyl)phenyl)propan-2-ylcarbamate (90 mg, 0.18 mmol) and TFA (5.00 mL, 64 mmol) in DCM (5 mL) was stirred at room temperature for 2 hours. After concentration by vacuum distillation, the residue was purified by reverse-phase HPLC (Phenomenex Synergi 4m Max RP 80 A column, 150×21 mm, 20 mL/min, 10-95% CH3CN/H2O, 0.1% TFA, 10.5 minute gradient) to give the product as an off-white solid (41 mg, 57%). HRMS (TOF) Calcd for C22H20F3N4+: 397.1635, found: 397.1642.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07897619B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-e24c291992a54eb3b6f4a6dfe6aa5ae9 |
| Source note | uspto-grants-2011_03 |