Reaktion #308153

Reaktionsgleichung

Lithium aluminium hydride

[4-(6-chloro-3-methyl-4,10-dihydro-3H-2,3,4,9-tetraaza-benzo[f]azulene-9-carbonyl)-2-fluoro-benzylamino]-acetic acid methyl ester

E110

→

title compound

Ausbeute 28.0%

(6-Chloro-3-methyl-4,10-dihydro-3H-2,3,4,9-tetraaza-benzo[f]azulen-9-yl)-{3-fluoro-4-[(2-hydroxy-ethylamino)-methyl]-phenyl}-methanone

Ausbeute 28.0%

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeBefore being quenched with MeOH
2. 2
   Extraktionextracted with EtOAc
3. 3
   ExtraktionThe organic extract
4. 4
   Waschenwas washed with brine
5. 5
   Sonstigedried
6. 6
   Einengenconcentrated in vacuo
7. 7
   SonstigeThe residue was purified by flash chromatography on silica gel (eluant
8. 8
   Sonstige10% methanol:90% di-chloromethane then 20% methanol:80% dichloromethane) to give a pale yellow solid

Vorschrift

Lithium aluminium hydride (14.5 mg, 0.38 mmol) was added to a solution of [4-(6-chloro-3-methyl-4,10-dihydro-3H-2,3,4,9-tetraaza-benzo[f]azulene-9-carbonyl)-2-fluoro-benzylamino]-acetic acid methyl ester from example E110 (58.5 mg, 0.13 mmol) in THF (5 ml), and the mixture was stirred at room temperature for 30 min. Before being quenched with MeOH and extracted with EtOAc. The organic extract was washed with brine, dried and concentrated in vacuo. The residue was purified by flash chromatography on silica gel (eluant; 10% methanol:90% di-chloromethane then 20% methanol:80% dichloromethane) to give a pale yellow solid identified as the title compound (15 mg, 28%).

Quelle