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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 19514Erstellt: 25. Oktober 2026

Triethylamine → 4-Amino-N-(4-aminophenyl)-2-methyl-6-quinolinecarboxamide

https://huagongshe.com/reaction/19514

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
EduktBenzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 151348—
Edukttert-Butyl (4-aminophenyl)carbamateHCID 688611—
Edukt4-Amino-2-methylquinoline-6-carboxylic acidHCID 7137980—
LösungsmittelDimethylformamideHCID 6228—
Produkt4-Amino-N-(4-aminophenyl)-2-methyl-6-quinolinecarboxamideHCID 1786462029,4%

Reaktionsschritte

To a solution of 270 mg (1.0 mmol) 4-amino-2-methyl-6-quinolincarboxylic acid, 220 mg (1.1 mmol) 4-t-butoxycarbonylaminoaniline, and 0.56 ml (4.0 mmol) triethylamine in 10 ml DMF was added 4.42 mg (1.0 mmol) BOP reagent. After 1 h stirring at room temperature the solution was evaporated. The residue was dissolved in 1M solution of NaOH and extracted with ethyl acetate and the organic layer was washed with water and brine, dried (MgSO4) and evaporated. The residue was treated with 4M HCl in dioxane at room temperature for 1 h. After evaporation the residue was purified by HPLC and lyophilized to give 86 mg (17%) of the title compound. MS 293.3 (M+H)+

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07745443B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-222f3fecb60948be81763edec7341b4d
Quellennotizuspto-grants-2010_06