HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Fluorobenzonitrile → HCID 69609738, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Fluorobenzonitrile | HCID 14517 | — |
| Reactant | Tyrosine Methyl Ester | HCID 70652 | — |
| Reactant | 4'-(Trifluoromethyl)-[1,1'-biphenyl]-4-carboxylic acid | HCID 2782719 | — |
| Product | HCID 11398657 | HCID 11398657 | 66% |
| Product | HCID 69609738 | HCID 69609738 | 75% |
Reaction Steps
3-(4-Hydroxy-phenyl)-(2S)-[(4′-trifluoromethyl-biphenyl-4-carbonyl)-amino]-propionic acid methyl ester (664 mg, 75%) was prepared starting from 4′-trifluoromethyl-biphenyl-4-carboxylic acid (532 mg, 2.0 mmol) and tyrosine methyl ester (462 mg, 2.0 mmol) according to general procedure A. The above compound (443 mg, 1.0 mmol) was treated with 1-fluoro-4-cyanobenzene (181 mg, 1.5 mmol) following general procedure B to give 3-[4-(4-cyano-phenoxy)-phenyl]-(2S)-[(4′-trifluoromethyl-biphenyl-4-carbonyl)-amino]-propionic acid methyl ester (360 mg, 66%). The ester was hydrolyzed following general procedure C to give the title compound (345 mg, 99%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07122580B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-2b4961211adc4830a1608ecb16c53b13 |
| Source note | uspto-grants-2006_10 |