تفاعل #159728

معادلة التفاعل

HCl

methyl 4-(1-(5-chloro-2-(3-(3-(piperazin-1-yl)phenoxy)azetidin-1-yl)nicotinamido)cyclopropyl)benzoate

NaOH

→

title compound

المردود 77.5%

4-(1-(5-chloro-2-(3-(3-(piperazin-1-yl)phenoxy)azetidin-1-yl)nicotinamido)cyclopropyl)benzoic acid

المردود 77.5%

المذيبات

1-4-dioxane water

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةAfter cooling at room temperature
2. 2
   أخرىthe solvents were evaporated in vacuo
3. 3
   غسيلeluting with water+0.1% acetic acid/acetonitrile+0.1% acetic acid from 90/10 to 0/100
4. 4
   أخرىCollected fractions after solvente evaporation

الإجراء التجريبي

To a solution of methyl 4-(1-(5-chloro-2-(3-(3-(piperazin-1-yl)phenoxy)azetidin-1-yl)nicotinamido)cyclopropyl)benzoate (D156) (105 mg, 0.186 mmol) in a mixture 1-4-dioxane/water (3 ml/1 ml), 1N NaOH (0.28 ml) was added. The reaction mixture was heated to 60° C. overnight. After cooling at room temperature, the reaction mixture was acidified with 1N HCl (pH=1) and the solvents were evaporated in vacuo. The residue was loaded on Porapak RXN RP cartridge (5 g) eluting with water+0.1% acetic acid/acetonitrile+0.1% acetic acid from 90/10 to 0/100. Collected fractions after solvente evaporation afforded the title compound (E21) (79 mg).

المصدر