HuagongsheHuagongshe Chemistry Print Report · For research reference only
Picolinoyl Chloride Hydrochloride → HCID 57505529, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Picolinoyl Chloride Hydrochloride | HCID 135033 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | N-[6-(3-aminophenoxy)imidazo[1,2-b]pyridazin-2-yl]cyclopropanecarboxamide | HCID 57386059 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 57505529 | HCID 57505529 | 63.2% |
Reaction Steps
To a solution of N-[6-(3-aminophenoxy)imidazo[1,2-b]pyridazin-2-yl]cyclopropanecarboxamide (155 mg, 0.50 mmol) in N-methylpyrrolidone (3 mL) was added pyridine-2-carbonylchloride hydrochloride (107 mg, 0.60 mmol), and the mixture was stirred at room temperature for 18 hr. A 5% aqueous sodium hydrogencarbonate solution was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/methanol=100/0→80/20) and crystallized from ethyl acetate to give the title compound (131 mg, yield 63%) 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-83eccd8d95b24faf931bedae55db9abc |
| Source note | uspto-grants-2012_09 |