Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | HCID 58542011 | HCID 58542011 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Water ethylacetate | HCID 22728543 | — |
| Product | HCID 58541950 | HCID 58541950 | 85% |
Reaction Steps
To a round bottom flask is added 2-(5-bromo-1-tert-butyl-1H-benzimidazol-2-yl)-benzonitrile (200 mg, 0.565 mmol) in DMF (3 mL), follow by the addition of NaN3 (48 mmol, 0.738 mmol) and NH4Cl (39 mg, 0.729 mmol). The reaction mixture is stirred at 110° C. for 48 hours. The reaction mixture is diluted with EtOAc/water. The organic layer is separated, washed with water then brine, dried with Na2SO4, filtered and concentrated to afford 5-bromo-1-tert-butyl-2-[2-(2H-tetrazol-5-yl)-phenyl]-1H-benzimidazole (190 mg, 85%) as a solid product. LCMS (ESMS): m/z 397.49, 399.40 (M++1)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08420655B2 |
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| Source dataset | uspto-grants-2013_04 |
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| ORD ID | ord-059443a57bfa40d4abb38bf2edfe1a4d |
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| Source note | uspto-grants-2013_04 |
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