Reaktion #89958

Reaktionsgleichung

N-(3-(4-(1H-indazol-5-ylamino)-6-(2-(4-methylpiperazin-1-yl)ethoxy)quinazolin-2-yl)phenyl)butyramide di-hydrochloride salt

→

N-(3-(4-(1H-indazol-5-ylamino)-6-(2-(4-methylpiperazin-1-yl)ethoxy)-quinazolin-2-yl)phenyl)butyramide

Lösungsmittel

CH2Cl2

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas added
2. 2
   Sonstigewere removed in vacuo
3. 3
   Extraktionextracted with THF (3×25 mL)
4. 4
   WaschenThe combined organics were washed with brine (1×20 mL)
5. 5
   Trocknendried (Na2SO4)
6. 6
   Sonstigepurified by preparative TLC (SiO2, CH2Cl2:MeOH:NH4OH 9:1:0.1)
7. 7
   workup.STIRRINGHCl (4M in 1,4 dioxane, 10 mL) and was stirred at RT for 4 h
8. 8
   SonstigeThe volatiles were removed in vacuo
9. 9
   Sonstigethe residue was triturated with Et2O
10. 10
    Filtrationfiltered
11. 11
    Sonstigedried under vacuum

Vorschrift

The combined compounds were taken up in CH2Cl2 (2 mL) TFA (4 mL) was added. The resulting mixture was stirred at RT for 4 h, upon which the volatiles were removed in vacuo. The residue was neutralized with sat. NaHCO3 and extracted with THF (3×25 mL). The combined organics were washed with brine (1×20 mL), dried (Na2SO4) and purified by preparative TLC (SiO2, CH2Cl2:MeOH:NH4OH 9:1:0.1). The purified compound was taken up in CH2Cl2 (2 mL) and HCl (4M in 1,4 dioxane, 10 mL) and was stirred at RT for 4 h. The volatiles were removed in vacuo and the residue was triturated with Et2O, filtered and dried under vacuum to give N-(3-(4-(1H-indazol-5-ylamino)-6-(2-(4-methylpiperazin-1-yl)ethoxy)quinazolin-2-yl)phenyl)butyramide di-hydrochloride salt (0.067 g, 0.105 mmol, 42% over two steps). MS 565 (M+1). HPLC retention time 4.30 mins.

Quelle