HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → HCID 59536633, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Anisole | HCID 7519 | — |
| Reactant | HCID 59536659 | HCID 59536659 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59536633 | HCID 59536633 | 96% |
Reaction Steps
Mix (3S)-3-[1-(6-chloro-2-methyl-3-pyridyloxy)-2-cyclopropyl-ethyl]-pyrrolidine-1-carboxylic acid tert-butyl ester (S-1) (0.50 g, 1.31 mmol), methoxybenzene (6.6 mL) and dichloromethane (6.6 mL) in a reaction vial. Evacuate the vial and purge with nitrogen. Add trifluoroacetic acid (1.51 g, 1.0 mL, 13.2 mmol) and stir the mixture at room temperature for 1 h. Load the mixture directly onto a pre-packed SCX column and rinse with CH2Cl2 followed by CH3OH. Elute with 2M NH3 in methanol and concentrate under reduced pressure to give 0.353 g (96%) of (3S)-3-[1-(6-chloro-2-methyl-3-pyridyloxy)-2-cyclopropyl-ethyl]-pyrrolidine (S-1). MS (m/z)=281.2 [M+1].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08173821B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-ea5e1518bf6640e484af41688d9bb2f5 |
| Source note | uspto-grants-2012_05 |