Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | (1,1'-Biphenyl)-3,4-diamine | HCID 6452000 | — |
| Reactant | HCID 178514617 | HCID 178514617 | — |
| Reactant | HCID 178514618 | HCID 178514618 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 178505137 | HCID 178505137 | — |
Reaction Steps
To a solution in a solvent mixture of THF (4.0 mL) and water (1.0 mL) of 2-(trans-4-azidocyclohexyl)-5-phenylbenzimidazole (73.1 mg) as prepared by reacting trans-4-azidocyclohexanecarboxylic acid with 4-phenyl-1,2-phenylenediamine under the same conditions as described in Example 1-3) was added triphenylphosphine (72.0 mg), followed by stirring at room temperature for 1 hr. A portion of the reaction solution was admixed with methanesulfonyl chloride and triethylamine, followed by stirring at the same temperature for 1 hr., and the resultant reaction solution was admixed with conc. aqueous ammonia, followed by concentration under reduced pressure. The residue was separated and purified on a collective thin-layer chromatograph (chloroform:methanol=15:1) to give the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07691860B2 |
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| Source dataset | uspto-grants-2010_04 |
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| ORD ID | ord-4bf29c1f7ff5444f98ba196f378fa309 |
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| Source note | uspto-grants-2010_04 |
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