Trityl chloride → tert-butyl 2-([1-methyl-5-(tritylamino)-1H-pyrazol-4-yl]amino)-2-oxoethylcarbamate

Participants

Reaction Steps

To a solution of tert-butyl 2-[(5-amino-1-methyl-1H-pyrazol-4-yl)amino]-2-oxoethylcarbamate (307 g) in N,N-dimethylformamide (1.5 L) was added triphenylmethyl chloride (334 g). To the mixture was added triethylamine (318 ml) dropwise. The mixture was stirred at room temperature for 1 hour. The reaction mixture was dissolved in ethyl acetate. The solution was washed successively with water, 10% aqueous citric acid solution, water and brine. The extract was dried over anhydrous magnesium sulfate, filtered and concentrated in vacuo. The residue was triturated with acetonitrile (1.5 L) and dried in vacuo to give tert-butyl 2-{[1-methyl-5-(tritylamino)-1H-pyrazol-4-yl]amino}-2-oxoethylcarbamate (468 g).

Provenance & Evidence