HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(Oxan-4-yl)ethan-1-amine → 5-(2-Fluoro-4-{[2-(tetrahydropyran-4-yl)ethylamino]methyl}phenoxy)pyridine-2-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(Oxan-4-yl)ethan-1-amine | HCID 2773198 | — |
| Reactant | 5-(2-Fluoro-4-formylphenoxy)pyridine-2-carboxamide | HCID 59729937 | — |
| Product | 5-(2-Fluoro-4-{[2-(tetrahydropyran-4-yl)ethylamino]methyl}phenoxy)pyridine-2-carboxamide | HCID 59730156 | 44.3% |
Reaction Steps
Using a method similar to Example 405, a reaction of 5-(2-fluoro-4-formylphenoxy)pyridine-2-carboxamide (Example 403, Part B) (0.0294 g, 0.113 mmol) and 2-(tetrahydropyran-4-yl)ethylamine (0.016 g, 0.124 mmol) gives the title compound (0.0187 g, 44.2%): TOF MS ES+ 374.2 (M+H)+, HRMS calcd for C20H25N3O3F 374.1880 (M+H)+, found 374.1863, time 0.39 min; HPLC [YMC-Pack Pro C-18 (150×4.6 mm, S-5 microm), 0.1% TFA/acetonitrile in 0.1% TFA/water at 1.0 mL/min, 30-99% over 19 min], tR=5.2 min, 95.2% purity.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07531557B2 |
| Source dataset | uspto-grants-2009_05 |
| ORD ID | ord-beccc57b703449b8abfc7a7ac07028db |
| Source note | uspto-grants-2009_05 |