HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 3-Ethoxy-3-[3-(4-methyl-benzo[b]thiophen-3-ylmethyl)-2-oxo-2,3-dihydro-benzimidazol-1-yl]-propionic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 3-Ethoxy-3-[3-(4-methyl-benzo[b]thiophen-3-ylmethyl)-2-oxo-2,3-dihydro-benzimidazol-1-yl]-propionic acid ethyl ester | HCID 59497314 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 3-Ethoxy-3-[3-(4-methyl-benzo[b]thiophen-3-ylmethyl)-2-oxo-2,3-dihydro-benzimidazol-1-yl]-propionic acid | HCID 25127847 | 99.7% |
Reaction Steps
To a solution of 3-Ethoxy-3-[3-(4-methyl-benzo[b]thiophen-3-ylmethyl)-2-oxo-2,3-dihydro-benzimidazol-1-yl]-propionic acid ethyl ester (50 mg, 0.11 mmol) in MeOH (3.0 mL) is added 2.0 N NaOH solution (1.0 mL). The reaction mixture is stirred at room temperature for 2 h. Then 1.0 M HCl solution (3.0 mL) and water (10 mL) are added and the reaction mixture is extracted with EtOAc (3×20 mL). The organic layers are combined, dried and concentrated to give 45 mg (96%) of the crude 3-Ethoxy-3-[3-(4-methyl-benzo[b]thiophen-3-ylmethyl)-2-oxo-2,3-dihydro-benzimidazol-1-yl]-propionic acid which is used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09150556B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-8afe07df5c1d4af38d65616526bfe4f7 |
| Source note | uspto-grants-2015_10 |