HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 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 | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | 3-[3-(4-Methyl-benzo[b]thiophen-3-ylmethyl)-2-oxo-2,3-dihydro-benzimidazol-1-yl]-propionic acid methyl ester | HCID 59497609 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Product | 3-[3-(4-Methyl-benzo[b]thiophen-3-ylmethyl)-2-oxo-2,3-dihydro-benzimidazol-1-yl]-propionic acid | HCID 56666720 | 97% |
Reaction Steps
Lithium hydroxide monohydrate (99 mg, 2.4 mmol) is dissolved in water (12 mL) and this solution is added into 3-[3-(4-Methyl-benzo[b]thiophen-3-ylmethyl)-2-oxo-2,3-dihydro-benzimidazol-1-yl]-propionic acid methyl ester (600 mg, 1.6 mmol) in methanol (12 mL) at room temperature. The mixture is stirred for 2 hr and then 1.0 M HCl aqueous solution (3 mL) is added along with water (100 mL). Then the mixture is extracted with EtOAc (3×100 mL) and the organic layers are combined, dried over MgSO4 and concentrated to give about 560 mg (97%) of 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-bb25024f62114d5085f3209b7b2890db |
| Source note | uspto-grants-2015_10 |