Reaktion #90747

Reaktionsgleichung

HCl

(S)-methyl 4-(3-(3-cyclopropyl-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyridine-8-yl)-8-((2,4-dimethoxybenzyl)amino)imidazo[1,5-a]pyrazin-1-yl)benzoate

LiOH.H2O

→

(S)-4-(3-(3-cyclopropyl-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyridin-8-yl)-8-((2,4-dimethoxybenzyl)amino)imidazo[1,5-a]pyrazin-1-yl)benzoic acid

Ausbeute 45.1%

Lösungsmittel

THF MeOH H2O

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted with EA and water
2. 2
   SonstigeThe organic layer was dried
3. 3
   Einengenconcentrated

Vorschrift

To a solution of (S)-methyl 4-(3-(3-cyclopropyl-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyridine-8-yl)-8-((2,4-dimethoxybenzyl)amino)imidazo[1,5-a]pyrazin-1-yl)benzoate (300 mg, 0.51 mmol) in THF/MeOH/H2O (3 mL/3 mL/1 mL) was added LiOH.H2O (109 mg, 2.6 mmol). The mixture was stirred at RT overnight. After the reaction was completed, the reaction mixture was acidified by 2M HCl to pH=5˜6 and extracted with EA and water. The organic layer was dried and concentrated to give (S)-4-(3-(3-cyclopropyl-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyridin-8-yl)-8-((2,4-dimethoxybenzyl)amino)imidazo[1,5-a]pyrazin-1-yl)benzoic acid (130 mg, yield 45%).

Quelle