Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Methylbenzimidazole | HCID 11984 | — |
| Reactant | HCID 86761577 | HCID 86761577 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 25115858 | HCID 25115858 | 51% |
Reaction Steps
100 mg (0.75 mmol) of 2-methyl-1H-benzimidazole was dissolved in 5 ml of N,N-dimethylformamide, and 286 mg (0.75 mmol) of 3-[4-(3-isobutyrylaminophenyl)piperidin-1-yl]propylmethanesulfonate and 310 mg (2.25 mmol) of K2CO3 were added to the resulting solution, followed by treating the mixture at 80° C. for 5 hours. The reaction mixture was combined with 50 ml of water and extracted with ethylacetate (50 ml×2) being washed with water and a sodium hydroxide solution, and then the combined organic layer was dried over anhydrous sodium sulfate, and filtered. The solvent was removed from the filtrate under a reduced pressure, and the resulting residue was refined by silica gel column chromatography (5% MeOH/CH2Cl2) to obtain 159 mg (yield 51%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08198307B2 |
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| Source dataset | uspto-grants-2012_06 |
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| ORD ID | ord-d8b4da76ffd6425792f0abcc48145e63 |
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| Source note | uspto-grants-2012_06 |
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