HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1425273Generated: November 3, 2026
Lithium Hydroxide → cis(+/-)-2-(Acetylamino)-5-(4-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-3-methoxypiperidin-1-yl)benzoic acid
https://huagongshe.com/reaction/1425273
Participants
| Role | Name | HCID | Charge |
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| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | Methyl cis(+/-)-2-(acetylamino)-5-(4-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-3-methoxypiperidin-1-yl)benzoate | HCID 86648752 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | cis(+/-)-2-(Acetylamino)-5-(4-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-3-methoxypiperidin-1-yl)benzoic acid | HCID 86648753 | 77.3% |
Reaction Steps
Methyl cis(±)-2-(acetylamino)-5-(4-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-3-methoxypiperidin-1-yl)benzoate obtained in Example (185e) (120 mg) was dissolved in methanol (4 ml) and THF (4 ml). A 2 N aqueous lithium hydroxide solution (2 ml) was added, and the mixture was stirred at 70° C. for one hour. The organic solvent was evaporated under reduced pressure, followed by neutralization with 1 N hydrochloric acid and extraction with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate. Following concentration under reduced pressure, the residue was recrystallized from an ethyl acetate/methanol/hexane solvent to obtain 90 mg of the title compound as crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08927588B2 |
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| Source dataset | uspto-grants-2015_01 |
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| ORD ID | ord-234000931ace46a1a9586cf61069fa24 |
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| Source note | uspto-grants-2015_01 |
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