HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → 6-Chloro-5-cyclopropyl-2-(2-isopropoxyethoxy)nicotinonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 6-Chloro-5-cyclopropyl-2-(2-isopropoxyethoxy)nicotinamide | HCID 86661730 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 6-Chloro-5-cyclopropyl-2-(2-isopropoxyethoxy)nicotinonitrile | HCID 86661731 | 89% |
Reaction Steps
To a solution of 6-chloro-5-cyclopropyl-2-(2-isopropoxyethoxy)nicotinamide (180 mg, 0.6 mmol) in acetonitrile (20 mL) was added POCl3 (276 mg, 1.8 mmol) and pyridine (285 mg, 3.6 mmol). After stirred at r.t for 2 hrs, the mixture was poured into aq. NaHCO3, extracted with EtOAc. The separated organics was dried and concentrated in vacuo to afford crude 6-chloro-5-cyclopropyl-2-(2-isopropoxyethoxy)nicotinonitrile (150 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08716478B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-ed49707342c0463fb59e474da486fb85 |
| Source note | uspto-grants-2014_05 |