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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1767699Erstellt: 26. Oktober 2026

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

https://huagongshe.com/reaction/1767699

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 temparature 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
PatentnummerUS07235558B2
Quelldatensatzuspto-grants-2007_06
ORD IDord-3c60b4716c8b419b9da454c0f879bf7a
Quellennotizuspto-grants-2007_06