HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → HCID 18466606, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium bis(trimethylsilyl)amide | HCID 2724254 | — |
| Reactant | 2-Chloro-N-{2-(ethylarnino)-6-fluoro-3pyridinyl}-5-bromo-3-pyridinecarboxamide | HCID 18466637 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 18466606 | HCID 18466606 | 69.5% |
Reaction Steps
To a solution of the 2-chloro-N-{2-(ethylamino)-6-fluoro-3-pyridinyl}-5-bromo-3-pyridinecarboxamide (73.5 g, 216 mmol) in pyridine (435 mL) at 50° C. was added drop-wise a 1 M solution of NaHMDS in THF (520 mL, 520 mmol). After 10 min, the reaction was allowed to cool to room temperature, then poured over ice water (2 L). The resulting solid was filtered, rinse with water and then hexane. The solid was dried under reduced pressure to give the title compound (50.6 g, 69% yield) as a dark green solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06420359B1 |
| Source dataset | uspto-grants-2002_07 |
| ORD ID | ord-32cb6215182042ba8a6c3b4b434417fe |
| Source note | uspto-grants-2002_07 |