Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Aminopyridazine | HCID 298492 | — |
| Reactant | PyBOP | HCID 2724699 | — |
| Reactant | 2-Chloro-1,3-thiazole-4-carboxylic acid | HCID 21803026 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | HCID 50903082 | HCID 50903082 | — |
Reaction Steps
200 mg (1.2 mmol) of 2-chlorothiazole-4-carboxylic acid and 96.1 mg (0.9 mmol) of pyridazin-4-yl-amine were dissolved in 6 ml dimethyl formamide. 0.15 mL (1.1 mmol) of triethyl amine followed by 382 mg (0.73 mmol) of 1H-Benzotriazol-1-yloxytri-pyrrolidinophosphonium hexafluorophosphate (PyBOP) were added and the reaction mixture was stirred at room temperature for 16 h. Brine was added and the reaction mixture was extracted three times with dichloromethane. The combined organic layers were dried over sodium sulfate, filtered and the solvent was removed under reduced pressure. The obtained residue was purified by flash column chromatography (silica, gradient elution cyclohexane, ethyl acetate, methanol) to give 200 mg (61%, 95% purity) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09029639B2 |
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| Source dataset | uspto-grants-2015_05 |
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| ORD ID | ord-afcbf4a1510d45e0a61c94bd573f7b49 |
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| Source note | uspto-grants-2015_05 |
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