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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1776769Generated: November 2, 2026

Tetrabutylammonium Fluoride → 1-({1-[3-(1H-Pyrazol-5-yl)benzyl]-5-(quinolin-2-ylmethoxy)-1H-benzimidazol-2-yl}methyl)cyclopentanecarboxylic acid

https://huagongshe.com/reaction/1776769

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium FluorideHCID 2724141—
ReactantMethyl 1-((5-(quinolin-2-ylmethoxy)-1-(3-(1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazol-5-yl)benzyl)-1H-benzo[d]imidazol-2-yl)methyl)cyclopentanecarboxylateHCID 90414691—
SolventTetrahydrofuranHCID 8028—
Product1-({1-[3-(1H-Pyrazol-5-yl)benzyl]-5-(quinolin-2-ylmethoxy)-1H-benzimidazol-2-yl}methyl)cyclopentanecarboxylic acidHCID 90414583—

Reaction Conditions

Temperature70 °C

Reaction Steps

To a 20 mL vial was added methyl 1-((5-(quinolin-2-ylmethoxy)-1-(3-(1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazol-5-yl)benzyl)-1H-benzo[d]imidazol-2-yl)methyl)cyclopentanecarboxylate (51 mg, 0.08 mmol) and THF (2 mL) followed by treatment with TBAF (0.4 mL, 1 M). The reaction mixture was heated to 70° C. After 24 hours the mixture was cooled to RT and concentrated to dryness. The residue was purified using FCC to provide the title compound. MS (ESI): mass calcd. for C35H33N5O3, 571.68; m/z found 572.2 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09265770B2
Source datasetuspto-grants-2016_02
ORD IDord-cd0d9f353cf14a56afb5aca000d73ccb
Source noteuspto-grants-2016_02