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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2247728Generated: November 1, 2026

Tetrahydrofuran → HCID 68525865, compound

https://huagongshe.com/reaction/2247728

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
ReactantTetrabutylammonium FluorideHCID 2724141—
ReactantHCID 28605150HCID 28605150—
Reactant5-({[t-Butyl(dimethyl)silyl]oxy}methyl)-3-ethyl-N'-hydroxythiophene-2-carboximidamideHCID 72501175—
ProductHCID 68525865HCID 68525865—

Reaction Steps

The crude product of the title compound was synthesized by conducting the reaction similar to that mentioned in Example 12 (12a) using 3-fluoro-4-(3-fluorophenoxy)benzoic acid (0.13 g, 0.53 mmol) that was obtained in Example 20 (20a), 1-hydroxybenzotriazole (74 mg, 0.55 mmol), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (0.11 g, 0.55 mmol), 5-({[t-butyl(dimethyl)silyl]oxy}methyl)-3-ethyl-N′-hydroxythiophene-2-carboximidamide (0.16 g, 0.50 mmol) that was obtained in Example 10 (10d), and 1.0 M solution of tetrabutylammoniumfluoride in tetrahydrofuran (1.0 mL, 1.0 mmol). Subsequently, the crude product of the title compound thus obtained was purified by chromatography on a silica gel column using a mixed solvent of ethyl acetate and hexane (1:3) as the eluent to afford the title compound (0.18 g) in a yield of 87% as a pale yellow crystalline solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07687491B2
Source datasetuspto-grants-2010_03
ORD IDord-fc4d09ec301841fe9b2ce149b1540e9b
Source noteuspto-grants-2010_03