Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-(Diphenylmethoxy)piperidinepropanol | HCID 22989264 | — |
| Reactant | 6-Chloro-2-methoxyimidazo[1,2-b]pyridazine | HCID 22989338 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 22989305 | HCID 22989305 | 45.3% |
Reaction Steps
758 mg of 4-(diphenylmethoxy)-1-piperidinepropanol was dissolved in 40 ml of N,N-dimethylformamide; 102 mg of a 60% sodium hydride dispersion in mineral oil was added, followed by stirring at 60° C. for 40 minutes. After cooling, 428 mg of 6-chloro-2-methoxyimidazo[1,2-b]pyridazine was added, followed by stirring at 100° C. for 2.5 hours. After cooling, ice water and sodium chloride were added, followed by extraction with ethyl acetate-tetrahydrofuran (1:2); the extract was washed with saturated saline, dried over magnesium sulfate and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography and eluted with ethyl acetate:methanol:triethylamine (50:5:1). The desired fraction was collected and concentrated; the crystal precipitated was recrystallized from ethanol to yield 499 mg of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06627630B1 |
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| Source dataset | uspto-grants-2003_09 |
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| ORD ID | ord-738a9676f5b14a80829c8b71d0cdaaa1 |
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| Source note | uspto-grants-2003_09 |
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