HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → (+/-)-1-[3-({Cyclopentyl[4-(trifluoromethyl)phenyl]acetyl}amino)benzyl]cyclopropanecarboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | (+/-)-Tert-butyl 1-[3-({cyclopentyl[4-(trifluoromethyl)phenyl]acetyl}-amino)benzyl]cyclopropanecarboxylate | HCID 68170307 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (+/-)-1-[3-({Cyclopentyl[4-(trifluoromethyl)phenyl]acetyl}amino)benzyl]cyclopropanecarboxylic acid | HCID 68006924 | — |
Reaction Steps
4.83 g (9.63 mmol) of (+/−)-tert-butyl 1-[3-({cyclopentyl[4-(trifluoromethyl)phenyl]acetyl}-amino)benzyl]cyclopropanecarboxylate were dissolved in 25 ml of dichloromethane and, after addition of a drop of water, 7.5 ml of TFA were added at RT. The reaction mixture was stirred at RT for 2 h and then concentrated under reduced pressure. The crude product was purified by chromatography on silica gel (mobile phase cyclohexane/ethyl acetate 4:1→2:1). This gave 3.89 g (90.8% of theory) of the target compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09018258B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-52ac87549b9e4fec85fd35ac17f39377 |
| Source note | uspto-grants-2015_04 |