Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | HCID 86630624 | HCID 86630624 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86630625 | HCID 86630625 | 73% |
Reaction Steps
To a solution of sodium azide (176 mg, 2.70 mmol) in N,N′-dimethylformamide (5 mL) was added 2-{[1-(cyclopropylmethyl)-2-(2,2-dimethylpropyl)-1H-benzimidazol-5-yl]sulfonyl}-2-methylpropyl methanesulfonate (Step I, 411 mg, 0.90 mmol) in N,N′-dimethylformamide (3 mL) at room temperature. The mixture was stirred at 160° C. for 24 h. The mixture was washed with ethyl acetate (20 mL×3) and water (30 mL). The combined organic layer was dried over sodium sulfate and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (hexane:ethyl acetate=5:2 as eluent) to afford the title compound (265 mg) as a white amorphous.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07700618B2 |
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| Source dataset | uspto-grants-2010_04 |
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| ORD ID | ord-5ad3b316735f4d11ba65e528637d5276 |
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| Source note | uspto-grants-2010_04 |
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