HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → N-{5-[(2-{[(2E)-3-methoxyprop-2-enoyl]amino}imidazo[1,2-b]pyridazin-6-yl)oxy]-2-methylphenyl}-1,3-dimethyl-1H-pyrazole-5-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | (E)-3-Methoxyacrylic acid | HCID 10057454 | — |
| Reactant | N-{5-[(2-aminoimidazo[1,2-b]pyridazin-6-yl)oxy]-2-methylphenyl)-1,3-dimethyl-1H-pyrazole-5-carboxamide hydrochloride | HCID 57505635 | — |
| Catalyst | Dimethylformamide | HCID 6228 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | N-{5-[(2-{[(2E)-3-methoxyprop-2-enoyl]amino}imidazo[1,2-b]pyridazin-6-yl)oxy]-2-methylphenyl}-1,3-dimethyl-1H-pyrazole-5-carboxamide | HCID 57505646 | 28.4% |
Reaction Steps
In the same manner as in Example 279 and using (2E)-3-methoxyacrylic acid (99 mg, 0.97 mmol), tetrahydrofuran (1.5 mL), N,N-dimethylformamide (1 drop), oxalyl chloride (83 μL, 0.97 mmol), N-{5-[(2-aminoimidazo[1,2-b]pyridazin-6-yl)oxy]-2-methylphenyl}-1,3-dimethyl-1H-pyrazole-5-carboxamide hydrochloride (200 mg, 0.48 mmol) and N,N-dimethylacetamide (5 mL) as starting materials, the title compound (63 mg, 28%) was obtained as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08273741B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-8d539a5fd21f40f78091708f7d5a8672 |
| Source note | uspto-grants-2012_09 |