HuagongsheHuagongshe Chemistry Print Report · For research reference only
Aniline → HCID 58653679, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Aniline | HCID 6115 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | HCID 58653638 | HCID 58653638 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58653679 | HCID 58653679 | — |
Reaction Steps
To a solution of 1-(3-ethoxy-3-oxo-1-phenylpropyl)-1H-benzimidazole-5-carboxylic acid (50 mg, 148 μmol) in DMF (3 μL) was added N,N-diisopropylethylamine (50 μL, 287 μmol) and TBTU (57 mg, 177 μmol). The solution was stirred at room temperature for 0.5 hour, aniline (20 μL, 220 μmol) was added, and stirring continued at room temperature for 72 hours. The solution was evaporated in vacuo, and the residue was purified by flash column chromatography on silica gel, eluting with a mixture of dichloromethane and methanol (98:2) to afford the title compound, [LCMS (Method A, Mobile Phase I) RT=5.30 min, MH+ 414].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08003806B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-6601e1b0fbe145bb8095a660453ff46d |
| Source note | uspto-grants-2011_08 |