HuagongsheHuagongshe Chemistry Print Report · For research reference only
3,3,3-Trifluoropropionic acid → 4-[(R)-4-(3,5-Dichloro-phenyl)-4-trifluoromethyl-4,5-dihydro-3H-pyrrol-2-yl]-2-methyl-benzoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3,3,3-Trifluoropropionic acid | HCID 2777972 | — |
| Reactant | 4-[(R)-4-(3,5-dichloro-phenyl)-4-trifluoromethyl-4,5-dihydro-3H-pyrrol-2-yl]-2-methyl-benzoic acid tert-butyl ester | HCID 54761740 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-[(R)-4-(3,5-Dichloro-phenyl)-4-trifluoromethyl-4,5-dihydro-3H-pyrrol-2-yl]-2-methyl-benzoic acid | HCID 71077720 | — |
Reaction Steps
To a solution of 4-[(R)-4-(3,5-Dichloro-phenyl)-4-trifluoromethyl-4,5-dihydro-3H-pyrrol-2-yl]-2-methyl-benzoic acid tert-butyl ester (0.68 g) in dichloromethane (0.7 ml) was added trifluoromethyl acetic acid (“TFA”) (0.07 ml). The reaction mixture was stirred at ambient temperature for 4.5 hours. The dichloromethane was evaporated under reduced pressure and the residue was taken up in ethyl acetate and water. The organic phase was washed with water and brine and evaporated under reduced pressure to afford 4-[(R)-4-(3,5-Dichloro-phenyl)-4-trifluoromethyl-4,5-dihydro-3H-pyrrol-2-yl]-2-methyl-benzoic acid which was used as such in the next reaction). LCMS (Method F) RT=2.07 min, [M−H]−=414/416.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09233920B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-8fbeb46d18f64671acf748fc02571fb3 |
| Source note | uspto-grants-2016_01 |