HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 68350414, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate | HCID 151348 | — |
| Reactant | 1-Cyanocyclopropanecarboxylic acid | HCID 2733259 | — |
| Reactant | HCID 68291912 | HCID 68291912 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 68350414 | HCID 68350414 | 75.3% |
Reaction Steps
A mixture of 6-bromo-4-(((3R,4S)-4-fluoro-4-methylpyrrolidin-3-yl)amino)pyrrolo[1,2-b]pyridazine-3-carboxamide hydroiodide (100 mg, 0.207 mmol), 1-cyanocyclopropanecarboxylic acid (27.5 mg, 0.248 mmol), Hunig's base (0.144 mL, 0.826 mmol) and BOP (110 mg, 0.248 mmol) in N,N-dimethylformamide (2 mL) was stirred at room temperature for 2 h. The resulting mixture was diluted with ethyl acetate (80 mL) and washed with saturated NaHCO3, water, brine, dried (MgSO4) and concentrated to give crude 6-bromo-4-(((3R,4S)-1-(1-cyanocyclopropanecarbonyl)-4-fluoro-4-methylpyrrolidin-3-yl)amino)pyrrolo[1,2-b]pyridazine-3-carboxamide (70 mg), which was taken to the next step without purification. MS (ES+) m/z: 449.0 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08987268B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-11c047b1dce8473a80d46e2e22960f9c |
| Source note | uspto-grants-2015_03 |