HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium formate → 4-(3-amino-2-methoxy-phenyl)-1H-pyrrole-2-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium formate | HCID 2723923 | — |
| Reactant | 4-(3-nitro-2-methoxy-phenyl)-1H-pyrrole-2-carboxylic acid | HCID 59615663 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 4-(3-amino-2-methoxy-phenyl)-1H-pyrrole-2-carboxylic acid | HCID 59615657 | 23.2% |
Reaction Steps
4-(3-Nitro-2-methoxy-phenyl)-1H-pyrrole-2-carboxylic acid 57g (633 mg, 2.41 mmol) was dissolved in 15 mL of ethyl acetate followed by addition of 127 mg of palladium on carbon and ammonium formate (609 mg, 9.66 mmol). Upon completion of the addition, the reaction mixture was heated to reflux for 2 hours. The reaction was monitored by TLC until the disappearance of the starting materials. The mixture was filtered to remove palladium on carbon and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography to obtain the title compound 4-(3-amino-2-methoxy-phenyl)-1H-pyrrole-2-carboxylic acid 57h (130 mg, yield 23.2%) as a grey solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08367710B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-7dabd57e5fb343d8bf03bf458cf32828 |
| Source note | uspto-grants-2013_02 |