Water → HCID 11604271, compound

Participants

Reaction Conditions

Reaction Steps

Trityl chloride (0.358 g, 1.28 mmol) was added to a solution of 1-(4′-aminobutyl)uracil (contaminated by 11% 1,3-bis(4′-aminobutyl)uracil) (0.168 g) in anhydrous pyridine (15 mL). The reaction mixture was heated at 50° C. for 44 h, left to cool to room temperature, poured into cold water (50 mL) and extracted with DCM (3×25 mL). The organic extracts were washed with brine (40 mL), dried over Na2SO4 and concentrated in vacuo. Further purification was carried out by silica gel column chromatography, using Jones Chromatography Isolute SI columns with a gradient elution of 0→5% CH3OH in CHCl3. The fractions with Rf=0.51 (10% CH3OH/CHCl3) gave the title compound as a white crystalline solid (94 mg, ca 24%).

Provenance & Evidence