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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 386139Generated: October 31, 2026

5-{[Tert-butyl(dimethyl)silyl]ethynyl}-2-nitrothiophene-3-carboxamide → 2-Amino-5-{[tert-butyl(dimethyl)silyl]ethynyl}thiophene-3-carboxamide

https://huagongshe.com/reaction/386139

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-{[Tert-butyl(dimethyl)silyl]ethynyl}-2-nitrothiophene-3-carboxamideHCID 59526386—
CatalystPlatinumHCID 23939—
SolventMethanolHCID 887—
Product2-Amino-5-{[tert-butyl(dimethyl)silyl]ethynyl}thiophene-3-carboxamideHCID 59526335—

Reaction Steps

To 5-{[tert-butyl(dimethyl)silyl]ethynyl}-2-nitrothiophene-3-carboxamide (100 mg, 0.32 mmol) in MeOH (8.0 mL) was added 3% Pt/C doped with 0.6% V (21 mg, 3.2 μmol). The reaction was stirred under an H2 balloon at room temperature for 2 h. The solution was diluted with MeOH, filtered through Celite, combined with silica gel, and evaporated. Flash chromatography (dry load, 25-100% EtOAc/hexanes) afforded the title compound as a tan solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08367706B2
Source datasetuspto-grants-2013_02
ORD IDord-552c6d6edb5941918ae299007c3891de
Source noteuspto-grants-2013_02