Reaktion #70484

Reaktionsgleichung

6-((S)-3-methyl-piperazin-1-yl)-nicotinic acid ethyl ester

1,4-dichlorophthalazine

triethyl amine

→

desired compound

Ausbeute 30.3%

6-[(S)-4-(4-Chloro-phthalazin-1-yl)-3-methyl-piperazin-1-yl]-nicotinic acid ethyl ester

Ausbeute 30.3%

Lösungsmittel

NMP

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeReaction
2. 2
   Extraktionextracted with EtOAc (3×25 mL)
3. 3
   TrocknenThe combined organic fractions are dried over magnesium sulfate
4. 4
   Einengenconcentrated
5. 5
   Sonstigepurified by silica gel chromatography (5-50% EtOAc/Heptane)

Vorschrift

A solution of 6-((S)-3-methyl-piperazin-1-yl)-nicotinic acid ethyl ester (1.0 g, 4.0 mmol, 1 eq), 1,4-dichlorophthalazine (840 mg, 4.2 mmol, 1.05 eq) and triethyl amine (3.9 g, 2.8 mL, 38 mmol, 9.5 eq) in NMP (8 mL) is heated at 100 C for 26 h. Reaction is diluted with water (15 mL) and extracted with EtOAc (3×25 mL). The combined organic fractions are dried over magnesium sulfate, concentrated and purified by silica gel chromatography (5-50% EtOAc/Heptane) to yield the desired compound (500 mg, 30% yield).

Quelle