HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 4-(2-Cyclopropyl-2-phenyl-ethyl)-pyridin-2-ylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | [4-(2-Cyclopropyl-2-phenyl-ethyl)-pyridin-2-yl]-carbamic acid tert-butyl ester | HCID 69085979 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-(2-Cyclopropyl-2-phenyl-ethyl)-pyridin-2-ylamine | HCID 69083683 | 102.5% |
Reaction Steps
The crude [4-(2-cyclopropyl-2-phenyl-ethyl)-pyridin-2-yl]-carbamic acid tert-butyl ester (97 mg) is dissolved in DCM (1.5 mL) and trifluoroacetic acid (0.5 mL) is added. After the mixture is stirred for 16 hrs, EtOAc (25 mL) is added followed by the addition of saturated NaHCO3 aqueous solution (10 mL) and water (15 mL). The mixture is stirred for 15 min and the aqueous layer is separated and extracted with EtOAc (2×25 ml). All the organic layers are combined and concentrated to give 70 mg of the crude product which is used in the next step without purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08722709B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-1171312f6aba41509414743c515eaa1a |
| Source note | uspto-grants-2014_05 |