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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1620106Generated: October 26, 2026

Potassium Carbonate → (S)-tert-butyl(1-((5-cyano-3-fluoro-6-(quinolin-6-ylamino)pyridin-2-yl)amino)-4-methylpentan-2-yl)carbamate

https://huagongshe.com/reaction/1620106

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactanttert-butyl N-[(2S)-1-amino-4-methylpentan-2-yl]carbamateHCID 10262776—
Reactant6-Chloro-5-fluoro-2-(quinolin-6-ylamino)nicotinonitrileHCID 86683849—
Solvent1,4-DioxaneHCID 31275—
Product(S)-tert-butyl(1-((5-cyano-3-fluoro-6-(quinolin-6-ylamino)pyridin-2-yl)amino)-4-methylpentan-2-yl)carbamateHCID 8954683652%

Reaction Conditions

Temperature140 °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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08772320B2
Source datasetuspto-grants-2014_07
ORD IDord-3a7306bdd2ef4159bd03980f463d8472
Source noteuspto-grants-2014_07