HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4-{[(3,5-Dichlorophenyl)(1-methyl-1h-benzimidazol-2-yl)amino]methyl}-benzoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Methyl 4-{[(3,5-dichlorophenyl)(1-methyl-1H-benzimidazol-2-yl)amino]-methyl}benzoate | HCID 68835443 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 4-{[(3,5-Dichlorophenyl)(1-methyl-1h-benzimidazol-2-yl)amino]methyl}-benzoic acid | HCID 68836182 | — |
Reaction Steps
To the title compound of Example 223 Step B (0.2 mmol, 85 mg) in 1.6 mL of dioxane was added a solution of LiOH (0.8 mmol, 19 mg) in 0.8 mL of H2O. The reaction was allowed to stir at ambient temperature overnight. The crude reaction mixture was poured into pH 7 buffer/EtOAc, which was acidified with 2 N HCl until two clear layers formed after agitation. The organic phase was collected and the aqueous phase was extracted twice with EtOAc. The combined organic phase was dried over MgSO4, then concentrated under reduced pressure to afford the product as a white foam. MS (ESI): m/z 426 (M+H). HPLC A: 1.79 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07563815B2 |
| Source dataset | uspto-grants-2009_07 |
| ORD ID | ord-d002fb82ceac4f72bb3c6dde98500af8 |
| Source note | uspto-grants-2009_07 |