HuagongsheHuagongshe Chemistry Print Report · For research reference only
potassium (R)-2,2-dimethyl-1,3-dioxolane-4-carboxylate → (2R)-1-[4-[5-[5-amino-6-(5-tert-butyl-1,3,4-oxadiazol-2-yl)pyrazin-2-yl]-1-ethyl-1,2,4-triazol-3-yl]-1-piperidyl]-2,3-dihydroxy-propan-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | potassium (R)-2,2-dimethyl-1,3-dioxolane-4-carboxylate | HCID 23678350 | — |
| Reactant | HCID 86727668 | HCID 86727668 | — |
| Product | (2R)-1-[4-[5-[5-amino-6-(5-tert-butyl-1,3,4-oxadiazol-2-yl)pyrazin-2-yl]-1-ethyl-1,2,4-triazol-3-yl]-1-piperidyl]-2,3-dihydroxy-propan-1-one | HCID 86727677 | 40% |
Reaction Steps
3-(5-(Tert-butyl)-1,3,4-oxadiazol-2-yl)-5-(1-ethyl-3-(piperidin-4-yl)-1H-1,2,4-triazol-5-yl)pyrazin-2-amine was reacted with potassium (R)-2,2-dimethyl-1,3-dioxolane-4-carboxylate, using a similar procedure than described in Example 10 to provide the title compound (0.145 g, 40%) as a solid. 1H NMR Spectrum (400 Hz, DMSO-d6, 30° C.): 1.45 (12H, m), 1.60 (2H, m), 1.98 (2H, m), 2.85 (1H, m), 3.00 (1H, m), 3.17 (1H, m), 3.45 (1H, s), 3.55 (1H, s), 4.05 (1H, m), 4.35 (2H, m), 4.60 (2H, m), 4.70 (1H, m), 4.85 (1H, m), 7.90 (2H, m), 8.85 (1H, s); Mass Spectrum [M+H]+=486.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09156831B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-ca17c9aee37c4f4bba5b72aca081d400 |
| Source note | uspto-grants-2015_10 |