Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | N-Methylpiperidine | HCID 12291 | — |
| Reactant | HCID 57785992 | HCID 57785992 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 57786043 | HCID 57786043 | 74% |
Reaction Steps
To a solution of 5-{9-chloro-6-[1-(difluoromethoxy)-2,2,2-trifluoroethyl]-3,4-dihydropyrimido[1,2-a]benzimidazol-1(2H)-yl}-6-methylpyridin-2-yl trifluoromethanesulfonate (113.7 mg, 0.191 mmol) in N,N-dimethylformamide (1.5 mL) was added 1-methylpiperadine (106.0 μL, 0.956 mmol). The reaction mixture was stirred at 80° C. for 18 hrs. The reaction mixture was diluted with water and extracted with ethyl acetate (×3). The combined organic layer was washed with water (×2) and brine (×1), dried over anhydrous magnesium sulfate, filtered and concentrated in vacuo. The residue was purified by basic silica gel column chromatography eluting with a 20-60% ethyl acetate/n-hexane gradient mixture. The resulting solid was recrystallized from ethyl acetate/n-hexane to give a title compound as a colorless powder (76.8 mg, 0.141 mmol, 74%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08901141B2 |
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| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-7dff6e3065984fe6b27348c287afcd81 |
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| Source note | uspto-grants-2014_12 |
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