HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → N-[5-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-b]pyridazin-6-yl}oxy)-2-fluorophenyl]-3-ethoxy-1-methyl-1H-pyrazole-5-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | 3-ethoxy-1-methyl-1H-pyrazole-5-carboxylic acid | HCID 57441050 | — |
| Reactant | N-[6-(3-amino-4-fluorophenoxy)imidazo[1,2-b]pyridazin-2-yl]cyclopropanecarboxamide | HCID 57505446 | — |
| Catalyst | Dimethylformamide | HCID 6228 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | N-[5-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-b]pyridazin-6-yl}oxy)-2-fluorophenyl]-3-ethoxy-1-methyl-1H-pyrazole-5-carboxamide | HCID 57505544 | 38.4% |
Reaction Steps
Using 3-ethoxy-1-methyl-1H-pyrazole-5-carboxylic acid (170 mg, 1.0 mmol), N,N-dimethylformamide (2 drops), tetrahydrofuran (15 mL), oxalyl chloride (0.172 mL, 2.0 mmol), N-methylpyrrolidone (5 mL) and N-[6-(3-amino-4-fluorophenoxy)imidazo[1,2-b]pyridazin-2-yl]cyclopropanecarboxamide (164 mg, 0.50 mmol), and in the same manner as in Example 173, the title compound (92 mg, yield 38%) was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08034812B2 |
| Source dataset | uspto-grants-2011_10 |
| ORD ID | ord-c33f39f009aa470a8e672ee6b15f4ecc |
| Source note | uspto-grants-2011_10 |