HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → 1-{3-[2-(5-Chloro-2-fluoro-phenyl)-ethoxy]-4-methoxy-benzoylamino}-cycloheptanecarboxylic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl azodicarboxylate | HCID 5363146 | — |
| Reactant | 2-(5-Chloro-2-fluorophenyl)ethan-1-ol | HCID 67076450 | — |
| Reactant | HCID 67170485 | HCID 67170485 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-{3-[2-(5-Chloro-2-fluoro-phenyl)-ethoxy]-4-methoxy-benzoylamino}-cycloheptanecarboxylic acid methyl ester | HCID 67168984 | 71.4% |
Reaction Steps
The compound of step 2 (80 mg, 0.249 mmol) and triphenylphosphine (98 mg, 0.374 mmol) were dissolved in THF. 2-(5-Chloro-2-fluoro-phenyl)-ethanol (48 mg, 0.274 mmol) and DIAD (80.3 mg, 0.374 mmol) were added and the mixture was stirred at room temperature for 2 h. The volatiles were evaporated in vacuo and the residue was purified by preparative RP HPLC (water/ACN gradient) to give 85 mg of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08618304B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-2d23fa78d34a4912b5fdf8855a226748 |
| Source note | uspto-grants-2013_12 |