Methanol → 2-Butoxy-9-(6-methoxy-3-pyridylmethyl)adenine

Reaktionsgleichung

[Na].[CH2:2]([O:6][C:7]1[N:15]=[C:14]2[C:10]([N:11]=[CH:12][N:13]2[CH2:16][C:17]2[CH:18]=[N:19][C:20](Cl)=[CH:21][CH:22]=2)=[C:9]([NH2:24])[N:8]=1)[CH2:3][CH2:4][CH3:5].[CH3:25][OH:26]>>[CH2:2]([O:6][C:7]1[N:15]=[C:14]2[C:10]([N:11]=[CH:12][N:13]2[CH2:16][C:17]2[CH:18]=[N:19][C:20]([O:26][CH3:25])=[CH:21][CH:22]=2)=[C:9]([NH2:24])[N:8]=1)[CH2:3][CH2:4][CH3:5]

Komponenten

Edukt 3

HCID 887Methanol

HCID 5360545Sodium

HCID 229289322-Butoxy-9-(6-chloro-3-pyridylmethyl)adenine

Produkt 1

HCID 229288592-Butoxy-9-(6-methoxy-3-pyridylmethyl)adenineAusbeute 50 %

Versuchsvorschrift

Sodium (415 mg, 18.0 mmol) was added and completely dissolved in methanol (18 ml). Thereafter, 2-butoxy-9-(6-chloro-3-pyridylmethyl)adenine (300 mg, 0.90 mmol) was added thereto, and the resultant was heated under reflux for 24 hours. The reaction solution was concentrated under reduced pressure, water (30 ml) was added to the residue, and the resultant was neutralized with concentrated hydrochloric acid under ice cooling. The precipitated solid was collected by filtration, and crude crystal was purified by silica gel column chromatography (methylene chloride:methanol=50:1) to obtain 148 mg of the title compound (yield: 50%).