HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1663687Generated: October 26, 2026
3-(Trifluoromethyl)benzoyl chloride → N-[2-chloro-5-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-b]pyridazin-6-yl}oxy)phenyl]-3-(trifluoromethyl)benzamide
https://huagongshe.com/reaction/1663687
Participants
| Role | Name | HCID | Charge |
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| Reactant | 3-(Trifluoromethyl)benzoyl chloride | HCID 75257 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | N-[6-(3-amino-4-chlorophenoxy)imidazo[1,2-b]pyridazin-2-yl]cyclopropanecarboxamide | HCID 57505452 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | N-[2-chloro-5-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-b]pyridazin-6-yl}oxy)phenyl]-3-(trifluoromethyl)benzamide | HCID 57505451 | 85% |
Reaction Steps
A mixture of N-[6-(3-amino-4-chlorophenoxy)imidazo[1,2-b]pyridazin-2-yl]cyclopropanecarboxamide (103 mg, 0.30 mmol), 3-(trifluoromethyl)benzoyl chloride (75 mg, 0.36 mmol) and N-methylpyrrolidone (3.0 mL) was heated to 50° C., and the mixture was stirred for 10 min. The reaction mixture was poured into saturated aqueous sodium hydrogencarbonate solution, and extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (hexane/ethyl acetate=1/19→ethyl acetate) to give the title compound (131 mg, 85%) as a white powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08034812B2 |
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| Source dataset | uspto-grants-2011_10 |
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| ORD ID | ord-5b8a9f56585946b3b3a1e705299b9c23 |
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| Source note | uspto-grants-2011_10 |
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