Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1-Iodopropane | HCID 33643 | — |
| Reactant | HCID 178433442 | HCID 178433442 | — |
| Catalyst | HCID 178418647 | HCID 178418647 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 57785899 | HCID 57785899 | 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-ol (65.3 mg, 0.141 mmol) in toluene (1.5 mL) was added silver carbonate (77.8 mg, 0.282 mmol) and 1-iodopropane (68.8 μL, 0.705 mmol). The reaction mixture was stirred at 50° C. for 13 hrs. After cooling the mixture was filtered through on the pad of celite. The filtrate was concentrated. The residue was purified by silica gel column chromatography eluting with a 0-40% ethyl acetate/n-hexane gradient mixture. The resulting solid was recrystallized from ethyl acetate/n-hexane to give the title compound as a colorless powder (52.5 mg, 0.104 mmol, 74%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08785460B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-f84088368fb648f2bf4d49df65496508 |
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| Source note | uspto-grants-2014_07 |
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