HuagongsheHuagongshe Chemistry Print Report · For research reference only
ethyl 4-[(6-chloro-5-[4'-(tetrahydrofuran-3-ylcarbamoyl)biphenyl-4-yl]-1-{[2-(trimethylsilyl)ethoxy]-methyl}-1H-benzimidazol-2-yl)oxy]cyclohexanecarboxylate → 4-({6-chloro-5-[4'-(tetrahydrofuran-3-ylcarbamoyl)biphenyl-4-yl]-1H-benzimidazol-2-yl}oxy)cyclohexanecarboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | ethyl 4-[(6-chloro-5-[4'-(tetrahydrofuran-3-ylcarbamoyl)biphenyl-4-yl]-1-{[2-(trimethylsilyl)ethoxy]-methyl}-1H-benzimidazol-2-yl)oxy]cyclohexanecarboxylate | HCID 71073802 | — |
| Reactant | HCID 178504318 | HCID 178504318 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-({6-chloro-5-[4'-(tetrahydrofuran-3-ylcarbamoyl)biphenyl-4-yl]-1H-benzimidazol-2-yl}oxy)cyclohexanecarboxylic acid | HCID 68240513 | — |
Reaction Steps
To a solution of ethyl 4-[(6-chloro-5-[4′-(tetrahydrofuran-3-ylcarbamoyl)biphenyl-4-yl]-1-{[2-(trimethylsilyl)ethoxy]-methyl}-1H-benzimidazol-2-yl)oxy]cyclohexanecarboxylate (0.115 g, 0.160 mmol) in THF (3 mL) was added KOTMS (0.062 g, 0.483 mmol). The reaction was maintained overnight at ambient temperature. Then the volatiles were removed in vacuo, and the resulting residue was acidified with 1 N aqueous HCl, and extracted with EtOAc. The organic phase was concentrated to afford the desired carboxylic acid intermediate, which was used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08895596B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-fd79e636e5f74feea23d2706cb2452a6 |
| Source note | uspto-grants-2014_11 |