تفاعل #2009999

معادلة التفاعل

triethylamine

(2-chloro-9-methyl-6-morpholin-4-yl-9H-purin-8-yl)acetaldehyde

4,4-difluoropiperidine

sodium triacetoxyborohydride

HCl

→

title compound

المردود 37.0%

2-Chloro-8-[2-(4,4-difluoropiperidin-1-yl)ethyl]-9-methyl-6-morpholin-4-yl-9H-purine

المردود 37.0%

المذيبات

DCE

ظروف التفاعل

المعالجة

1. 1
   غسيلwashed with MeOH
2. 2
   غسيلthe desired product eluted with 2 M NH3/MeOH in DCM
3. 3
   أخرىThe resulting residue was purified by column chromatography (Si—PCC, 0-5% MeOH in DCM)

الإجراء التجريبي

To a solution of (2-chloro-9-methyl-6-morpholin-4-yl-9H-purin-8-yl)acetaldehyde (60 mg, 0.20 mmol) in DCE (10 mL) was added 4,4-difluoropiperidine.HCl (42 mg, 0.26 mmol), triethylamine (0.04 mL, 0.26 mmol), powdered 4 Å molecular sieves and sodium triacetoxyborohydride (86 mg, 0.41 mmol). The reaction mixture was stirred at room temperature for 5 h, the reaction mixture was loaded onto an Isolute® SCX-2 cartridge, washed with MeOH then the desired product eluted with 2 M NH3/MeOH in DCM. The resulting residue was purified by column chromatography (Si—PCC, 0-5% MeOH in DCM) to give the title compound as a pale yellow oil (30 mg, 37%). LCMS (Method H): RT=2.61 min, [M+H]+ 401.5

المصدر