Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | HCID 89995644 | HCID 89995644 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Trifluoroacetic acid | HCID 6422 | 86% |
| Product | HCID 89995478 | HCID 89995478 | — |
Reaction Steps
To a solution of (3S,4S)-tert-butyl 3-((7-carbamoyl-2-(1-methyl-1H-pyrazol-4-yl)imidazo[1,2-b]pyridazin-8-yl)amino)-4-methylpyrrolidine-1-carboxylate in DCM (4.5 ml) at 0° C. was added TFA (526 μl, 6.83 mmol) dropwise. The reaction was stirred at 0° C. for 10 minutes and at room temperature for 1.5 h. The reaction solution was concentrated to yield a yellow oil, which was partitioned between ethyl acetate and water. The organic layer was washed with (sat.) sodium chloride, dried with sodium sulfate, filtered and concentrated to give 2-(1-methyl-1H-pyrazol-4-yl)-8-(((3S,4S)-4-methylpyrrolidin-3-yl)amino)imidazo[1,2-b]pyridazine-7-carboxamide, 2 TFA (333.5 mg, 0.587 mmol, 86% yield) as a yellow solid. ESI-MS (analytical LCMS Method B): m/z 341.2 ([M+H]+). HPLC (analytical HPLC Method B) Rt: 1.847 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09428511B2 |
|---|
| Source dataset | uspto-grants-2016_08 |
|---|
| ORD ID | ord-8431533f36654c57b22c5a3c860d7224 |
|---|
| Source note | uspto-grants-2016_08 |
|---|