تفاعل #75748
ord-06e00cba0af442d88b19a2cc5c5dcb62
معادلة التفاعل
الكواشف
المذيبات
ظروف التفاعل
المعالجة
- 1ترشيحThe reaction mixture was filtered
- 2أخرىto remove the catalyst
- 3تركيزthe filtrate was concentrated under vacuum
- 4workup.ADDITIONa small amount of 10% sodium hydroxide was added
- 5استخلاصThe resulting precipitate was extracted with dichloromethane
- 6استخلاصThe dichloromethane extract
- 7تجفيفwas dried over magnesium sulfate
- 8تركيزthen concentrated under vacuum
- 9أخرىThe residue was purified by flash chromatography (silica gel eluting with 5% methanol in dichloromethane containing 0.5% ammonium hydroxide)
- 10تركيزThe eluant was concentrated under vacuum
- 11أخرىThe residue was recrystallized from ethyl acetate
الإجراء التجريبي
A catalytic amount of platinum oxide was added to a solution of 1-(2-methylpropyl)-1H-imidazo[4,5-c][1,5]naphthyridin-4-amine (0.46 g) in trifluoroacetic acid (10 mL). The reaction mixture was reduced on a Parr apparatus under 45 psi (3.15 Kg/cm2) hydrogen pressure for 4 hours. The reaction mixture was filtered to remove the catalyst and the filtrate was concentrated under vacuum. The residue was combined with aqueous sodium bicarbonate then a small amount of 10% sodium hydroxide was added. The resulting precipitate was extracted with dichloromethane. The dichloromethane extract was dried over magnesium sulfate then concentrated under vacuum. The residue was purified by flash chromatography (silica gel eluting with 5% methanol in dichloromethane containing 0.5% ammonium hydroxide). The eluant was concentrated under vacuum. The residue was recrystallized from ethyl acetate to provide 6,7,8,9-tetrahydro-1-(2-methylpropyl)-1H-imidazo[4,5-c][1,5]naphthyridin-4-amine as a solid, m.p. 222-226° C. Analysis: Calculated for C13H19N5: %C, 63.65; %H, 7.81; %N, 28.55. Found: %C, 63.07; %H, 7.51; %N, 28.00.