HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → rac-1-(3-{[Cyclopentyl(4-methoxypiperidin-1-yl)acetyl]amino}-4-fluorobenzyl)cyclopropanecarboxylic acid trifluoroacetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | rac-tert-Butyl 1-(3-{[cyclopentyl(4-methoxypiperidin-1-yl)acetyl]amino}-4-fluorobenzyl)cyclopropanecarboxylate | HCID 118106687 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | rac-1-(3-{[Cyclopentyl(4-methoxypiperidin-1-yl)acetyl]amino}-4-fluorobenzyl)cyclopropanecarboxylic acid trifluoroacetate | HCID 118106516 | — |
Reaction Steps
20.1 mg (0.04 mmol) of rac-tert-butyl 1-(3-{[cyclopentyl(4-methoxypiperidin-1-yl)acetyl]amino}-4-fluorobenzyl)cyclopropanecarboxylate (Example 95A) were dissolved in 2.4 ml of 20% strength trifluoroacetic acid in dichloromethane and stirred at RT for 5 h. The mixture was then concentrated on a rotary evaporator and the residue was purified by preparative HPLC (RP18 column; mobile phase: acetonitrile/water gradient with addition of 0.1% TFA, 10:90→95:5; run time 38 min). This gave 6.8 mg (30% of theory) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09309198B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-bd7cdcab3f1541c0b7d26d690946696f |
| Source note | uspto-grants-2016_04 |