تفاعل #1159634

معادلة التفاعل

trans-benzyl-3-(5-fluoro-1H-indol-3-yl)-cyclopentylamine

ammonium formate

→

title compound

المردود 100.0%

trans-3-(5-Fluoro-1H-indol-3-yl)-cyclopentylamine

المردود 100.0%

المذيبات

methanol

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةwere refluxed under nitrogen for 4 hours
2. 2
   درجة الحرارةThe reaction mixture was cooled
3. 3
   ترشيحfiltered through celite
4. 4
   تركيزconcentrated
5. 5
   workup.ADDITIONThe residue was diluted with 1 N aqueous NaOH (50 mL)
6. 6
   استخلاصextracted with ethyl acetate (3×50 mL)
7. 7
   غسيلThe combined organic layers were washed with water (50 mL) and brine (50 mL)
8. 8
   تجفيفwere dried over anhydrous sodium sulfate
9. 9
   ترشيحfiltered
10. 10
    تركيزconcentrated

الإجراء التجريبي

A mixture of trans-benzyl-3-(5-fluoro-1H-indol-3-yl)-cyclopentylamine (0.45 g, 1.46 mmol), 0.20 g 10% Pd/C, and ammonium formate (1.0 g, 15.9 mmol) in methanol (30 mL) were refluxed under nitrogen for 4 hours. The reaction mixture was cooled, filtered through celite, and concentrated. The residue was diluted with 1 N aqueous NaOH (50 mL) and extracted with ethyl acetate (3×50 mL). The combined organic layers were washed with water (50 mL) and brine (50 mL), then were dried over anhydrous sodium sulfate, filtered, and concentrated to give 0.28 g (100%) of the title compound as a thick oil: MS (ESI) m/z 219 [M+H]+.

المصدر