HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1845329Generated: November 1, 2026
Hydrochloric Acid → 5-(1-(tert-Butoxycarbonyl)-4-hydroxypyrrolidin-3-yloxy)-2'-cyano-4'-methylbiphenyl-3-carboxylic acid
https://huagongshe.com/reaction/1845329
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | tert-Butyl 3-(2'-cyano-5-(methoxycarbonyl)-4'-methylbiphenyl-3-yloxy)-4-hydroxypyrrolidine-1-carboxylate | HCID 58188305 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5-(1-(tert-Butoxycarbonyl)-4-hydroxypyrrolidin-3-yloxy)-2'-cyano-4'-methylbiphenyl-3-carboxylic acid | HCID 58188122 | — |
Reaction Steps
To a stirred solution of tert-butyl 3-(2′-cyano-5-(methoxycarbonyl)-4′-methylbiphenyl-3-yloxy)-4-hydroxypyrrolidine-1-carboxylate (310 mg, 0.68 mmol) in THF (3 mL) was added 2.5 M of aq. lithium hydroxide solution (1.5 mL, 3.8 mmol). The reaction mixture was stirred at 60° C. overnight. The aqueous solution was acidified with 15% HCl (aq.) to pH=5, and extracted with EtOAc. The combined organic layers were concentrated in vacuo to afford the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08946439B2 |
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| Source dataset | uspto-grants-2015_02 |
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| ORD ID | ord-7a16284b770d48ec800cf279c076ad21 |
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| Source note | uspto-grants-2015_02 |
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