HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Cyclopropyl-1-(5-methyl-1,2,4-oxadiazol-3-yl)ethan-1-amine → N-(1-cyclopropyl-1-(5-methyl-1,2,4-oxadiazol-3-yl)ethyl)-5-(1-fluorocyclobutyl)-4-(2,2,2-trifluoroethoxy)picolinamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Cyclopropyl-1-(5-methyl-1,2,4-oxadiazol-3-yl)ethan-1-amine | HCID 43559223 | — |
| Reactant | 5-(1-Fluorocyclobutyl)-4-(2,2,2-trifluoroethoxy)pyridine-2-carboxylic acid | HCID 90203492 | — |
| Product | N-(1-cyclopropyl-1-(5-methyl-1,2,4-oxadiazol-3-yl)ethyl)-5-(1-fluorocyclobutyl)-4-(2,2,2-trifluoroethoxy)picolinamide | HCID 90203631 | — |
Reaction Steps
The title compound was synthesized in analogy to Example 112e, using 5-(1-fluorocyclobutyl)-4-(2,2,2-trifluoroethoxy)pyridine-2-carboxylic acid (example 285a) and 1-Cyclopropyl-1-(5-methyl-[1,2,4]oxadiazol-3-yl)-ethylamine (CAN 1155536-64-3) as starting materials and the racemate was separated into its enantiomers by preparative chiral HPLC (Chiralpak AD, ethanol/heptane). The title compound was the second enantiomer collected; MS (ESI, m/z): 443.3 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09409866B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-3481cc415c3d47649925482e83c46215 |
| Source note | uspto-grants-2016_08 |