HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → Methyl 3-amino-5-bromothiophene-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methyl 5-bromo-3-(2,2,2-trifluoroacetamido)thiophene-2-carboxylate | HCID 56965789 | — |
| Solvent | Water | HCID 962 | — |
| Product | Methyl 3-amino-5-bromothiophene-2-carboxylate | HCID 20158931 | 88% |
Reaction Steps
A mixture of methyl 5-bromo-3-[(trifluoroacetyl)amino]thiophene-2-carboxylate (5.30 g, 16.0 mmol), potassium carbonate (10.2 g, 70.4 mmol), MeOH (100 mL) and water (25 mL) was stirred at room temperature for 2 h. After removal of the solvent at reduced pressure, the residue was extracted with EtOAc, and the extract was washed with water and brine, dried over Na2SO4 and filtered. After removal of the solvent at reduced pressure, the residue was purified by column chromatography (Purif, silica gel, hexane to 10:90 hexane /EtOAc) to give the title compound (3.32 g, 88%) as a yellow solid:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08691828B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-a1effcd5f5a14069aa805e91cfeb8dc1 |
| Source note | uspto-grants-2014_04 |