Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Aniline | HCID 6115 | — |
| Reactant | HCID 90753832 | HCID 90753832 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 69319343 | HCID 69319343 | — |
Reaction Steps
To tert-butyl[2-(2-bromo-ethylsulfanyl)-benzoimidazol-1-yl]-acetate (Intermediate 4-I, 25 mg, 0.065 mmol) in EtOH (0.7 ml) is added aniline (31.3 mg, 0.34 mmol). The resulting mixture is heated up to 70° C. for 1 h. After cooling the solvent is evaporated in vacuo and the crude ester is dissolved in TFA/dichloromethane (3:2, 2 ml) and stirred at rt for 2 h. Evaporation of the solvents in vacuo affords a crude product that is purified by chromatography on silica-gel (dichlromethane/MeOH, 100:7.5), yielding the pure title compound: tR=2.11 min (LC-2), ESI-MS (pos.): m/z 328.33 [M+H]+, ESI-MS (neg.): m/z 326.34 [M−H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08273740B2 |
|---|
| Source dataset | uspto-grants-2012_09 |
|---|
| ORD ID | ord-27a843c49ffa4365ad78deb3489eff02 |
|---|
| Source note | uspto-grants-2012_09 |
|---|