HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → 4-(5-Phenyl-1,3,4-oxadiazol-2-yl)piperidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Tert-butyl 4-(5-phenyl-1,3,4-oxadiazol-2-yl)piperidine-1-carboxylate | HCID 21098365 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-(5-Phenyl-1,3,4-oxadiazol-2-yl)piperidine | HCID 2761150 | 100.1% |
Reaction Steps
To a solution of 4-(5-phenyl-[1,3,4]oxadiazol-2-yl)-piperidine-1-carboxylic acid tert-butyl ester (795 mg, 2.41 mmol, 1.0 eq) in CH2Cl2 was added TFA (1.5 mL, 19.5 mmol, 8 eq). The reaction was stirred for 1 h and 7 N NH3 in MeOH (2 mL) was added dropwise for the pH to reach 7. The solvent was evaporated in vacuo giving the title product as a white solid (553 mg) which was used without further purification for the next step. MS (m/z, MH+): 230.3
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181266B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-548b14000e75434788e6d266527434ca |
| Source note | uspto-grants-2015_11 |