HuagongsheHuagongshe Chemistry Print Report · For research reference only
1H-1,2,4-Triazole → HCID 22277812, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1H-1,2,4-Triazole | HCID 9257 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | N-(tert-Butoxycarbonyl)-N-methyl-2-aminoethanol | HCID 545700 | — |
| Reactant | Diethyl azodicarboxylate | HCID 5462977 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 22277812 | HCID 22277812 | — |
Reaction Steps
To a cooled solution (ice bath) of 2-[N-methyl-N-(t-butoxycarbonyl)amino]ethanol (J. Med. Chem., 1999, 42(11), 2007-2020; 5 g, 28 mmol), triphenyl phosphine (9.35 g, 36 mmol) and 1,2,4-triazole (1.64 g, 24 mmol) in DCM (30 ml) was added diethylazodicarboxylate (5.64 ml, 35.7 mmol) dropwise. The ice bath was removed and the reaction mixture allowed to stir at room temperature for 1 hour. The precipitate was discarded and the filtrate was concentrated and purified by flash chromatography, eluting with a 50% EtOAc/DCM and then 100% EtOAc to give a pale yellow oil which was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07332492B2 |
| Source dataset | uspto-grants-2008_02 |
| ORD ID | ord-f2b0c3d9c9f74157986c93b3387f4cd2 |
| Source note | uspto-grants-2008_02 |