HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → 6-Chloro-5-fluoro-2-(quinolin-6-ylamino)nicotinonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Chlorosuccinimide | HCID 31398 | — |
| Reactant | 5-Fluoro-6-oxo-2-(quinolin-6-ylamino)-1,6-dihydropyridin-3-carbonitrile | HCID 68606351 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 6-Chloro-5-fluoro-2-(quinolin-6-ylamino)nicotinonitrile | HCID 86683849 | 84.1% |
Reaction Steps
A 1,4-dioxane (100 ml) solution containing N-chlorosuccinimide (4.15 g) was added dropwise to a 1,4-dioxane (50 ml) solution containing triphenylphosphine (8.58 g) at 50° C., followed by stirring for 30 minutes. 5-fluoro-6-oxo-2-(quinolin-6-ylamino)-1,6-dihydropyridin-3-carbonitrile (2.61 g) was added to the reaction mixture, followed by stirring at 70° C. for 3 hours. The reaction mixture was cooled to room temperature. Then solid matter was collected by filtration and was washed with tetrahydrofuran, and a gray solid of 6-chloro-5-fluoro-2-(quinolin-6-ylamino)nicotinonitrile (2.34 g) was thus obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08895585B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-cd0ba520cade43dd9705bd958faa96f6 |
| Source note | uspto-grants-2014_11 |