HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl 2-(2,5-dimethoxy-tetrahydrofuran-3-yl)acetate → 2-[1-(4'-cyanobiphenyl-4-yl)-1H-pyrrol-3-yl]-acetic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl 2-(2,5-dimethoxy-tetrahydrofuran-3-yl)acetate | HCID 18380381 | — |
| Reactant | 2-[1-(4-fluorophenyl)-1H-pyrrol-3-yl]-acetic acid methyl ester | HCID 54333113 | — |
| Reactant | 4-Amino-4-cyano-biphenyl | HCID 67404002 | — |
| Solvent | Dichloromethane ethylacetate | HCID 21226138 | — |
| Product | 2-[1-(4'-cyanobiphenyl-4-yl)-1H-pyrrol-3-yl]-acetic acid methyl ester | HCID 18341516 | 60% |
Reaction Steps
According to the procedure described in Example 14(a) for the preparation of 2-[1-(4-fluorophenyl)-1H-pyrrol-3-yl]-acetic acid methyl ester, 4-amino-4-cyano-biphenyl (commercially available from TCI) and methyl 2-(2,5-dimethoxy-tetrahydrofuran-3-yl)acetate were condensed in 6 hours at 80° C. to give a crude product. Successive flash column chromatography with EtOAc/CH2Cl2/hex gave in 60% yield 2-[1-(4′-cyanobiphenyl-4-yl)-1H-pyrrol-3-yl]-acetic acid methyl ester as an amorphous solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06306892B1 |
| Source dataset | uspto-grants-2001_10 |
| ORD ID | ord-cb787cd935364fecba8cb7cccbbabe1e |
| Source note | uspto-grants-2001_10 |