HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 2-(2-Amino-pyridin-4-yl)-1-p-tolyl-ethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | [4-(2-Hydroxy-2-p-tolyl-ethyl)-pyridin-2-yl]-carbamic acid tert-butyl ester | HCID 69082872 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-(2-Amino-pyridin-4-yl)-1-p-tolyl-ethanol | HCID 64129604 | 73% |
Reaction Steps
To the solution of [4-(2-hydroxy-2-p-tolyl-ethyl)-pyridin-2-yl]-carbamic acid tert-butyl ester (80 mg, 0.24 mmol) in DCM (2 mL) is added trifluoroacetic acid (0.5 mL). The mixture is stirred for 30 min at room temperature. Then saturated NaHCO3 aquaous solution (10 mL) is added slowly and the resulting mixture is extracted with DCM (2×10 mL). All the organic layers are combined and concentrated. The crude is purified by silica flash column chromatography eluting with EtOAc in Heptane (gradient from 0% to 100%) to give 40 mg of the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08722709B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-92fedfb9c735406cb5a6f2193bae74b1 |
| Source note | uspto-grants-2014_05 |