Reaktion #1932042

Reaktionsgleichung

2-(3-chloro-4-cyanophenyl)-3-cyclopentyl-3,3a,4,5-tetrahydro-2H-pyrazolo[3,4-f]quinoline-7-carboxylic acid

thiomorpholine-1,1-dioxide hydrochloride

DIEA

HATU

→

product

Ausbeute 76.2%

2-chloro-4-(3-cyclopentyl-7-(1,1-dioxidothiomorpholine-4-carbonyl)-3,3a,4,5-tetrahydro-2h-pyrazolo[3,4-f]quinolin-2-yl)benzonitrile

Ausbeute 76.2%

Lösungsmittel

dichloromethane

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Einengenwas concentrated under reduced pressure
2. 2
   workup.ADDITIONWater was added to the residue
3. 3
   FiltrationThe mixture was filtered
4. 4
   Sonstigeto produce a crude yellow solid, which
5. 5
   Waschenwas washed with methanol

Vorschrift

In a dried reaction flask, 2-(3-chloro-4-cyanophenyl)-3-cyclopentyl-3,3a,4,5-tetrahydro-2H-pyrazolo[3,4-f]quinoline-7-carboxylic acid (0.421 g, 1.0 mmol), thiomorpholine-1,1-dioxide hydrochloride (0.223 g, 1.3 mmol), DIEA (0.26 mL, 1.49 mmol), and HATU (0.418 g, 1.1 mmol) were added to a mixed solvent of DMF (4 mL) and dichloromethane (8 mL). The mixture was stirred at room temperature for 1.5 hr and was concentrated under reduced pressure. Water was added to the residue. The mixture was filtered to produce a crude yellow solid, which was washed with methanol to obtain a purified product (0.410 g) in 76.2% yield.

Quelle