Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Dimethylacetamide | HCID 31374 | — |
| Reactant | HCID 86686805 | HCID 86686805 | — |
| Product | HCID 86686804 | HCID 86686804 | — |
Reaction Steps
To a solution of N-{4-[2-(difluoromethyl)-1H-benzimidazol-1-yl]-6-(morpholin-4-yl)pyrimidin-2-yl}cyclohexane-1,3-diamine (70 mg) in dimethylacetamide (1.4 mL) were added triethylamine (56 μL) and bis(2-bromomethyl)ether (31 μL), followed by stirring at 120° C. for 2 hours using a microwave reactor. To the reaction solution was added water, followed by extraction with ethyl acetate. The extracts were washed with water and saturated brine. The organic layer was dried over anhydrous magnesium sulfate, the desiccant was removed by filtration, and then the solvent was evaporated under reduced pressure. The residue was purified by amino silica gel column chromatography (hexane:ethyl acetate=60:40-20:80) to obtain 4-[2-(difluoromethyl)-1H-benzimidazol-1-yl]-6-(morpholin-4-yl)-N-[3-(morpholin-4-yl)cyclohexyl]pyrimidin-2-amine (42 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08912180B2 |
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| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-98bd4a809c8942c3a70e77f328dcd295 |
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| Source note | uspto-grants-2014_12 |
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