HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → (S)-tert-butyl(1-((5-cyano-3-fluoro-6-(quinolin-6-ylamino)pyridin-2-yl)amino)-4-methylpentan-2-yl)carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | tert-butyl N-[(2S)-1-amino-4-methylpentan-2-yl]carbamate | HCID 10262776 | — |
| Reactant | 6-Chloro-5-fluoro-2-(quinolin-6-ylamino)nicotinonitrile | HCID 86683849 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | (S)-tert-butyl(1-((5-cyano-3-fluoro-6-(quinolin-6-ylamino)pyridin-2-yl)amino)-4-methylpentan-2-yl)carbamate | HCID 89546836 | 52% |
Reaction Conditions
| Temperature | 140 °C |
|---|
Reaction Steps
Potassium carbonate (139 mg) and 6-chloro-5-fluoro-2-(quinolin-6-ylamino)nicotinonitrile (60 mg) were added to a tube containing a 1,4-dioxane (2 ml) solution containing (S)-tert-butyl(1-amino-4-methylpentan-2-yl)carbamate (76 mg) and the tube was sealed, followed by stirring with heating at 140° C. for 13.5 hours. The reaction solution was adjusted to room temperature and an insoluble precipitate was removed. Subsequently, the solvent was distilled away under reduced pressure. The residue was purified by silica gel chromatography (hexane:ethyl acetate=1:1), and a white solid of (S)-tert-butyl(1-((5-cyano-3-fluoro-6-(quinolin-6-ylamino)pyridin-2-yl)amino)-4-methylpentan-2-yl)carbamate (50 mg) was thus obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08772320B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-3a7306bdd2ef4159bd03980f463d8472 |
| Source note | uspto-grants-2014_07 |