Reaktion #70504

Reaktionsgleichung

heptane

isopropyl amine

4,5-bis(bromomethyl)-3,6-dichloropyridazine

sodium carbonate

→

solid

Ausbeute 58.2%

1,4-dichloro-6-isopropyl-6H-pyrrolo[3,4-d]pyridazine

Ausbeute 58.2%

Lösungsmittel

THF

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   EinengenThe reaction mixture was concentrated
2. 2
   workup.DISSOLUTIONdissolved in DCM
3. 3
   Waschenwashed with water and brine
4. 4
   TrocknenThe organics solution was dried over Na2SO4
5. 5
   Einengenconcentrated
6. 6
   Sonstigeto afford a crude oil
7. 7
   SonstigeThe mixture was purified by flash chromatography on silica gel
8. 8
   Wascheneluting with 10-80% EtOAc

Vorschrift

To a suspension of 4,5-bis(bromomethyl)-3,6-dichloropyridazine (700 mg, 2.09 mmol) in 66 mL anhydrous THF was added with sodium carbonate (443 mg, 4.18 mmol) and tetrabutylammonium iodide (77.2 mg, 0.21 mmol). The reaction mixture was added with isopropyl amine (0.18 mL, 2.09 mmol) in 10 mL THF dropwisely for 2 h. The reaction mixture was heated at 70° C. for 3 h. The reaction mixture was concentrated, dissolved in DCM and washed with water and brine. The organics solution was dried over Na2SO4 and concentrated to afford a crude oil. The mixture was purified by flash chromatography on silica gel, eluting with 10-80% EtOAc:heptane to afford a off-white solid (280 mg, yield: 47%).

Quelle