Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 6-chloro-1-(3-chloropropyl)-1,3-dihydro-2H-benzimidazol-2-one | HCID 20385587 | — |
| Reactant | Tert-butyl 3-((4-oxo-1-phenyl-1,3,8-triazaspiro[4.5]decan-3-yl)methyl)benzoate | HCID 58046667 | — |
| Solvent | Methyl Ethyl Ketone | HCID 6569 | — |
| Product | HCID 58046714 | HCID 58046714 | 20.3% |
Reaction Steps
A mixture of tert-butyl 3-((4-oxo-1-phenyl-1,3,8-triazaspiro[4.5]decan-3-yl)methyl)benzoate (329 mg, 0.7807 mmol, 1 equiv), 6-chloro-1-(3-chloropropyl)-1H-benzo[d]imidazol-2(3H)-one (219 mg, 0.7807 mmol, 1 equiv), sodium iodide (46.81 mg, 0.312 mmol, 0.4 equiv), and potassium carbonate (323.7 mg, 2.34 mmol, 3 equiv) in 2-butanone was stirred at 81° C. for 16 h. After cooling the reaction mixture, the crude mixture was partitioned between ethyl acetate and water. The organic layer was dried over MgSO4, filtered, concentrated, and the crude residue was purified using preparatory thin layer chromatography in 10% methanol in dichloromethane to afford the title compound as a white powder (100 mg, ˜20%); MS for C35H40ClN5O4 m/z 630.15 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09156840B2 |
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| Source dataset | uspto-grants-2015_10 |
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| ORD ID | ord-707550f2207e439eb7b7b4cbaaca1b40 |
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| Source note | uspto-grants-2015_10 |
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