Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 3-Pentanol | HCID 11428 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 58045884 | HCID 58045884 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58045750 | HCID 58045750 | — |
Reaction Steps
3-Pentanol (30 ml) was initially charged under argon, admixed with sodium hydride (1.48 g) and stirred at 50° C. for 1 h. Subsequently, 6-chloro-7-methyl-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine (W2.005, 1.88 g), dissolved in 3-pentanol (130 ml) and DMF (60 ml), was slowly added dropwise within 1 h. After stirring for 1 h, the mixture was concentrated, and the residue was admixed with water and extracted four times with dichloromethane. The combined organic phases were dried over magnesium sulfate, filtered and concentrated. The residue was purified using an 80 g silica gel cartridge (0-10% dichloromethane-methanol gradient in 40 min). The clean product fractions were combined and dried. 1.25 g of the title compound were obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08076336B2 |
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| Source dataset | uspto-grants-2011_12 |
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| ORD ID | ord-038ffd245d744673975c5d9990a36ccb |
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| Source note | uspto-grants-2011_12 |
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