HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 3-(3-Chloro-5-fluorophenyl)-3-methoxypyrrolidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Tert-butyl 3-(3-chloro-5-fluorophenyl)-3-methoxypyrrolidin-1-carboxylate | HCID 67402360 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-(3-Chloro-5-fluorophenyl)-3-methoxypyrrolidine | HCID 46219223 | 77.1% |
Reaction Steps
To a solution of tert-butyl-3-(3-chloro-5-fluorophenyl)-3-methoxypyrrolidin-1-carboxylate (1.57 g, 4.77 mmol) in methylene chloride (20 mL), was added trifluoroacetic acid (5 mL). The mixture was stirred for 1 h at ambient temperature after which the solvent was evaporated. Purification on a Biotage Isolute SCX-3 SPE column (washed with methanol and eluted with methanol/triethylamine, 4:1) gave the title compound (0.845 g, 77%). MS m/z (rel. intensity, 70 eV) 199 (bp), 187 (93), 157 (61), 133 (66), 129 (59).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09035073B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-5a5b18728b7a4618a0b957e406fcf1ad |
| Source note | uspto-grants-2015_05 |