HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2098239Generated: October 30, 2026
Diisopropylethylamine → 6-chloro-imidazo[1,2-b]pyridazine-2-carboxylic acid [5-(3-chloro-4-trifluoromethyl-phenyl)-1H-benzoimidazol-2-yl]-amide
https://huagongshe.com/reaction/2098239
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 2733084 | — |
| Reactant | 6-Chloroimidazo[1,2-b]pyridazine-2-carboxylic acid | HCID 2794637 | — |
| Reactant | HCID 178419691 | HCID 178419691 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 6-chloro-imidazo[1,2-b]pyridazine-2-carboxylic acid [5-(3-chloro-4-trifluoromethyl-phenyl)-1H-benzoimidazol-2-yl]-amide | HCID 178522479 | 89.6% |
Reaction Steps
A mixture of 6-chloro-imidazo[1,2-b]pyridazine-2-carboxylic acid (600 mg), HBTU (900 mg), DIEA (1 mL) and 5-(3-chloro-4-trifluoromethyl-phenyl)-1H-benzoimidazol-2-ylamine hydrobromide salt (794 mg) in DMF (5 mL) was heated at 80° C. for 1 hour with stirring. After cooling the reaction mixture to room temperature, an aqueous sodium bicarbonate solution was added, and the mixture was stirred for 30 minutes at room temperature. The solid was filtered, washed with water, and dried under vacuum to get 6-chloro-imidazo[1,2-b]pyridazine-2-carboxylic acid [5-(3-chloro-4-trifluoromethyl-phenyl)-1H-benzoimidazol-2-yl]-amide (890 mg). LCMS (m/z): 491.8.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08450354B2 |
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| Source dataset | uspto-grants-2013_05 |
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| ORD ID | ord-100d8ac0fa434f9db3e40816f479e55e |
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| Source note | uspto-grants-2013_05 |
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