HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-{[Tert-butyl(dimethyl)silyl]ethynyl}-2-nitrothiophene-3-carboxamide → 2-Amino-5-{[tert-butyl(dimethyl)silyl]ethynyl}thiophene-3-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-{[Tert-butyl(dimethyl)silyl]ethynyl}-2-nitrothiophene-3-carboxamide | HCID 59526386 | — |
| Catalyst | Platinum | HCID 23939 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 2-Amino-5-{[tert-butyl(dimethyl)silyl]ethynyl}thiophene-3-carboxamide | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08367706B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-552c6d6edb5941918ae299007c3891de |
| Source note | uspto-grants-2013_02 |