Ethyl Acetate → tert-butyl (2-{N-({[1-methyl-5-(tritylamino)pyrazol-4-yl]amino}carbonyl)-N-[2-(tritylamino)ethyl]amino}ethyl)carbamate

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To a suspension of phenyl [1-methyl-5-(tritylamino)pyrazol-4-yl]carbamate (712 mg) and tert-butyl 2-{[2-(tritylamino)ethyl]amino}ethylcarbamate (668 mg) in dehydrated chloroform (4 ml) was added N-ethyldiisopropylamine (0.257 ml), and the mixture was stirred under reflux for 16 hours. To the reaction mixture was added ethyl acetate, and the solution was washed successively with water, 5% aqueous citric acid solution, 1M aqueous sodium hydroxide solution and brine. The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated in vacuo. The residue was purified by column chromatography on silica gel eluting with 5% methanol/methylene chloride to give tert-butyl (2-{N-({[1-methyl-5-(tritylamino)pyrazol-4-yl]amino}carbonyl)-N-[2-(tritylamino)ethyl]amino}ethyl)carbamate (1.15 g) as a solid.

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