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 | 87.6% |
Reaction Steps
A mixture of methyl 5-bromo-3-[(trifluoroacetyl)amino]thiophene-2-carboxylate (5.3 g), potassium carbonate (10 g), methanol (100 mL) and water (25 mL) was stirred at room temperature for 2 hr. The reaction system was concentrated under reduced pressure, and ethyl acetate and water were poured thereinto. The mixture was extracted with ethyl acetate, washed with brine, and dried over anhydrous sodium sulfate. Insoluble material was removed by filtration, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (3.3 g) as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08722660B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-a4fd534009c345238e0c1f0e2aa6f05e |
| Source note | uspto-grants-2014_05 |