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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1788499Generated: October 26, 2026

Pinonic acid → 2-[2-[3-(Carboxymethyl)-2,2-dimethyl-cyclobutyl]-6-quinolyl]-1-cyclohexyl-benzimidazole-5-carboxylic acid

https://huagongshe.com/reaction/1788499

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPinonic acidHCID 10130—
ReactantPotassium HydroxideHCID 14797—
Reactant2-[2-(5-Bromo-2-hydroxy-phenyl)-6-quinolyl]-1-cyclohexyl-benzimidazole-5-carboxylic acidHCID 5275980—
SolventEthanolHCID 702—
Product2-[2-[3-(Carboxymethyl)-2,2-dimethyl-cyclobutyl]-6-quinolyl]-1-cyclohexyl-benzimidazole-5-carboxylic acidHCID 527612116%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07511145B2
Source datasetuspto-grants-2009_03
ORD IDord-e80f58ddc4ce449f857fd2bc8077933f
Source noteuspto-grants-2009_03