HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pinonic acid → 2-[2-[3-(Carboxymethyl)-2,2-dimethyl-cyclobutyl]-6-quinolyl]-1-cyclohexyl-benzimidazole-5-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pinonic acid | HCID 10130 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | 2-[2-(5-Bromo-2-hydroxy-phenyl)-6-quinolyl]-1-cyclohexyl-benzimidazole-5-carboxylic acid | HCID 5275980 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 2-[2-[3-(Carboxymethyl)-2,2-dimethyl-cyclobutyl]-6-quinolyl]-1-cyclohexyl-benzimidazole-5-carboxylic acid | HCID 5276121 | 16% |
Reaction Steps
Following the procedure and workup for Compound 354, Compound 354e 100 mg, 0.256 mmol) was reacted with (3-acetyl-2,2-dimethyl-cyclobutyl)-acetic acid (0.256 mmol) in ethanol (2 mL) using 10% w/v KOH in ethanol (506 μL, 0.64 mmol) to produce the title compound (21 mg, 16% yield). MS: 512.31 (M+H+); HPLC Procedure A, retention time=9.07 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07511145B2 |
| Source dataset | uspto-grants-2009_03 |
| ORD ID | ord-e80f58ddc4ce449f857fd2bc8077933f |
| Source note | uspto-grants-2009_03 |