HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → Ethyl 3-[4-(4-methylaminopyrid-2-yl)phenyl]propanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Ethyl 3-{4-[4-(tert-butoxycarbonylmethylamino)pyrid-2-yl]phenyl}propanoate | HCID 66591185 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Ethyl 3-[4-(4-methylaminopyrid-2-yl)phenyl]propanoate | HCID 66591311 | 88% |
Reaction Steps
415 mg (1.08 mmol, 1 eq) of ethyl 3-{4-[4-(tert-butoxycarbonylmethylamino)pyrid-2-yl]phenyl}propanoate are dissolved in 10 mL of dichloromethane. 3 mL of trifluoroacetic acid are added and the reaction mixture is stirred for 4 hours at room temperature. The reaction is stopped by adding 100 mL of saturated sodium hydrogen carbonate solution and is then extracted with ethyl acetate. The organic phases are combined and dried over sodium sulfate. The solvents are evaporated off. 270 mg of ethyl 3-[4-(4-methylaminopyrid-2-yl)phenyl]propanoate are obtained. Yield=88%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08513297B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-3184203d28474cc09726efb92ea47b11 |
| Source note | uspto-grants-2013_08 |