HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 4-({[3,5-Dicyano-4-(4-fluorophenyl)-6-(3-hydroxyazetidin-1-yl)pyridin-2-yl]oxy}methyl)-N-methylpyridine-2-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Hydroxyazetidine hydrochloride | HCID 2759290 | — |
| Reactant | 4-({[6-Chloro-3,5-dicyano-4-(4-fluorophenyl)pyridin-2-yl]oxy}methyl)-N-methylpyridine-2-carboxamide | HCID 86691914 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-({[3,5-Dicyano-4-(4-fluorophenyl)-6-(3-hydroxyazetidin-1-yl)pyridin-2-yl]oxy}methyl)-N-methylpyridine-2-carboxamide | HCID 66632074 | — |
Reaction Steps
50 mg (0.12 mmol) of 4-({[6-chloro-3,5-dicyano-4-(4-fluorophenyl)pyridin-2-yl]oxy}methyl)-N-methylpyridine-2-carboxamide Example 81A were initially charged in 1.5 ml of DMF. After addition of 26 mg (0.24 mmol) of azetidin-3-ol hydrochloride and 24 mg (0.24 mmol) of triethylamine, the mixture was stirred at RT overnight. The reaction mixture was purified by preparative HPLC (Chromasil, water/acetonitrile).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09187428B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-b54e12d80de64107bc76199586014622 |
| Source note | uspto-grants-2015_11 |