HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 5-Cyclopropyl-6-cyclopropylmethoxy-pyridine-2-carboxylic acid ((-)-2,2,2-trifluoro-1-pyridin-2-yl-ethyl)-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | 2,2,2-Trifluoro-1-(pyridin-2-yl)ethan-1-amine | HCID 25219911 | — |
| Reactant | 5-Cyclopropyl-6-cyclopropylmethoxy-pyridine-2-carboxylic acid | HCID 71087346 | — |
| Solvent | Heptane | HCID 8900 | — |
| Product | 5-Cyclopropyl-6-cyclopropylmethoxy-pyridine-2-carboxylic acid ((-)-2,2,2-trifluoro-1-pyridin-2-yl-ethyl)-amide | HCID 78010148 | — |
Reaction Steps
The title compound was synthesized in analogy to Example 1, using 5-cyclopropyl-6-cyclopropylmethyloxy-pyridine-2-carboxylic acid (Example 42a) and α-(trifluoromethyl)-2-pyridinemethanamine (CAN 503173-14-6) as starting materials. The product was isolated by chiral chromatography on Reprosil Chiral NR using heptane/20% ethanol as eluent. The (S)-(−)-enantiomer was isolated. LC-MS (UV peak area/ESI) 100%, 392.1950 (M+H)+; αD20 (MeOH)=−91.1°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09321727B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-3b71bac50083494193fd33bdb0732a85 |
| Source note | uspto-grants-2016_04 |