HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl 4-methoxy-3-ethoxycarbonyl-1-methylpyrrole-2-acetate → [4-Methoxy-1-methyl-5-(2-methylbenzoyl)-1H-pyrrol-2-yl]acetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl 4-methoxy-3-ethoxycarbonyl-1-methylpyrrole-2-acetate | HCID 20469092 | — |
| Reactant | 5-(o-Methylbenzoyl)-4-methoxy-3-ethoxycarbonyl-1-methylpyrrole-2-acetate | HCID 20469113 | — |
| Reactant | 5-(o-Methylbenzoyl)-4-methoxy-3-hydroxycarbonyl-1-methylpyrrole-2-acetic acid | HCID 20469154 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | [4-Methoxy-1-methyl-5-(2-methylbenzoyl)-1H-pyrrol-2-yl]acetic acid | HCID 20469089 | 50% |
Reaction Steps
Following substantially the procedures as described in Example 1, Steps C-E, crude ethyl 4-methoxy-3-ethoxycarbonyl-1-methylpyrrole-2-acetate is converted to about 16 mmole of 5-(o-methylbenzoyl)-4-methoxy-3-ethoxycarbonyl-1-methylpyrrole-2-acetate followed by hydrolysis to 5-(o-methylbenzoyl)-4-methoxy-3-hydroxycarbonyl-1-methylpyrrole-2-acetic acid which in turn is decarboxylated in neat TFA according to procedure of Example 2 to afford an overall 50% yield of 5-(o-methylbenzoyl)-4-methoxy-1-methylpyrrole-2-acetic acid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04434175 |
| Source dataset | uspto-grants-1984_02 |
| ORD ID | ord-96574269ed3d4b2091a51409e088389a |
| Source note | uspto-grants-1984_02 |