HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → (R)-1-(3-Trifluoromethylpyridin-2-yl)pyrrolidin-3-ylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | [(R)-1-(3-Trifluoromethylpyridin-2-yl)pyrrolidin-3-yl]-carbamic acid tert-butyl ester | HCID 67001808 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (R)-1-(3-Trifluoromethylpyridin-2-yl)pyrrolidin-3-ylamine | HCID 68801104 | — |
Reaction Steps
A solution of D1 (11.5 g, 0.04 mol) in DCM (80 ml) was cooled (ice-bath) and TFA (excess, 50ml) was added. Reaction was warmed to ambient temperature, stirred for 3 h and partitioned between ethyl acetate and aqueous sodium hydroxide. The organic phase was separated, dried (MgSO4) and filtered. Removal of solvent under reduced pressure afforded the crude product as a yellow oil. Bulb to bulb distillation under reduced pressure initially afforded the product as a oil which crystallised on standing.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07528151B2 |
| Source dataset | uspto-grants-2009_05 |
| ORD ID | ord-0b09710278c5484d9aeca4615102ac59 |
| Source note | uspto-grants-2009_05 |