HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → N-{2-chloro-5-[(2-{[(2-methylcyclopropyl)carbonyl]amino}imidazo[1,2-b]pyridazin-6-yl)oxy]phenyl}-1-ethyl-3-methyl-1H-pyrazole-4-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | 1-Ethyl-3-methyl-1H-pyrazole-4-carboxylic acid | HCID 1075881 | — |
| Reactant | N-[6-(3-amino-4-chlorophenoxy)imidazo[1,2-b]pyridazin-2-yl]-2-methylcyclopropanecarboxamide | HCID 57505474 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | N-{2-chloro-5-[(2-{[(2-methylcyclopropyl)carbonyl]amino}imidazo[1,2-b]pyridazin-6-yl)oxy]phenyl}-1-ethyl-3-methyl-1H-pyrazole-4-carboxamide | HCID 57505616 | 28.4% |
Reaction Steps
Using 1-ethyl-3-methyl-1H-pyrazole-4-carboxylic acid (181 mg, 1.17 mmol), tetrahydrofuran (4.5 mL), N,N-dimethylformamide (30 μL, 0.39 mmol), oxalyl chloride (102 μL, 1.17 mmol), N-[6-(3-amino-4-chlorophenoxy)imidazo[1,2-b]pyridazin-2-yl]-2-methylcyclopropanecarboxamide (300 mg, 0.84 mmol) and N,N-dimethylacetamide (6.0 mL), and in the same manner as in Example 249, the title compound (118 mg, 28%) was obtained as a white powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08034812B2 |
| Source dataset | uspto-grants-2011_10 |
| ORD ID | ord-a7b86767e5484e408019dd9ec6f56a26 |
| Source note | uspto-grants-2011_10 |