تفاعل #169856

معادلة التفاعل

water

4-(benzyloxy)aniline

2-chloro-5-fluoro-3-nitropyridine

K2CO3

→

title compound

المردود 24.3%

N2-[4-(benzyloxy)phenyl]-5-fluoropyridine-2,3-diamine

المردود 24.3%

المذيبات

DMF

ظروف التفاعل

المعالجة

1. 1
   استخلاصextracted with AcOEt
2. 2
   تجفيفThe organic layer was dried over MgSO4
3. 3
   تركيزconcentrated in vacuo
4. 4
   ترشيحcollected by filtration
5. 5
   workup.DISSOLUTIONThe obtained solid was dissolved in EtOH (20 mL)
6. 6
   workup.ADDITIONPt/C (2 g) was added
7. 7
   workup.STIRRINGUnder H2 atmosphere, the mixture was stirred for 1 h
8. 8
   ترشيحfiltered
9. 9
   أخرىevaporated
10. 10
    أخرىThe residue was chromatographed on silica gel eluting with Hexane/AcOEt

الإجراء التجريبي

A mixture of 4-(benzyloxy)aniline (2.26 g), 2-chloro-5-fluoro-3-nitropyridine (2 g) and K2CO3 (3.13 g) in DMF (20 mL) was stirred at 120° C. for 5 h, treated with water, and extracted with AcOEt. The organic layer was dried over MgSO4 and concentrated in vacuo. The residue was suspended in IPE and collected by filtration. The obtained solid was dissolved in EtOH (20 mL), and Pt/C (2 g) was added. Under H2 atmosphere, the mixture was stirred for 1 h, filtered and evaporated. The residue was chromatographed on silica gel eluting with Hexane/AcOEt to give the title compound (0.85 g).

المصدر