HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → HCID 25064924, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 3-Chlorophenethylamine | HCID 139381 | — |
| Reactant | Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate | HCID 151348 | — |
| Reactant | 2-(2,6-Dichloro-phenyl)-3H-benzoimidazole-5-carboxylic acid | HCID 43349292 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 25064924 | HCID 25064924 | — |
Reaction Steps
A solution of 2-(2,6-dichloro-phenyl)-3H-benzoimidazole-5-carboxylic acid (107.5 mg), 3-chlorophenethylamine (54.5 mg), BOP (186 mg) and DIEA (0.091 mL) in DMF (1 mL) was stirred at room temperature for 60 h. Then 1N NaOH aqueous solution was added. The aqueous layer was extracted with EtOAc, and the organic extracts were dried over Na2SO4, filtered and concentrated under reduced pressure. The crude product was purified by column chromatography (SiO2, EtOAc:Hexane=20:80 to 80:10) and prep-HPLC later to give 2-(2,6-dichloro-phenyl)-3H-benzoimidazole-5-carboxylic acid [2-(3-chloro-phenyl)-ethyl]-amide: MS (m/z) 446 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08222248B2 |
| Source dataset | uspto-grants-2012_07 |
| ORD ID | ord-914f61f26bc94fce9b2f9ee1a68e431e |
| Source note | uspto-grants-2012_07 |