HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 5-Cyclopropyl-6-cyclopropylmethoxy-pyridine-2-carboxylic acid [(+)-3-methyl-1-(5-methyl-[1,2,4]oxadiazol-3-yl)-butyl]-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | 5-Methyl-alpha-(2-methylpropyl)-1,2,4-oxadiazole-3-methanamine | HCID 43559329 | — |
| Reactant | 5-Cyclopropyl-6-cyclopropylmethoxy-pyridine-2-carboxylic acid | HCID 71087346 | — |
| Solvent | Heptane | HCID 8900 | — |
| Product | 5-Cyclopropyl-6-cyclopropylmethoxy-pyridine-2-carboxylic acid [(+)-3-methyl-1-(5-methyl-[1,2,4]oxadiazol-3-yl)-butyl]-amide | HCID 78010151 | — |
Reaction Steps
The title compound was synthesized in analogy to Example 1, using 5-cyclopropyl-6-cyclopropylmethyloxy-pyridine-2-carboxylic acid (Example 42a) and 5-methyl-α-(2-methylpropyl)-1,2,4-oxadiazole-3-methanamine (CAN 1155538-06-9) as starting materials. The product was isolated by chiral chromatography on Chiralpak AD using heptane/8% ethanol as eluent. The (+)-enantiomer was isolated. LC-MS (UV peak area/ESI) 100%, 385.2234 (M+H)+, αD20 (MeOH)=+22.5°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09290451B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-e70955ca934740e0819cba64602d31ff |
| Source note | uspto-grants-2016_03 |