Reaction #487574

Reaction equation

THF

2,4,6-tri-chloropyrimidine-5-carbaldehyde

ethyl hydrazinoacetate hydrochloride

→

ethyl (4,6-dichloropyrazolo[3,4-d]pyrimidin-1-yl)acetate

Yield 44.6%

Solvents

triethylamine

Conditions

Workup

1. 1
   OtherThe deposited precipitate is separated off (not the product)

Procedure

155 ml of THF are added with stirring to a mixture of 5.17 g of 2,4,6-tri-chloropyrimidine-5-carbaldehyde and 5.85 g of ethyl hydrazinoacetate hydrochloride. The mixture is cooled to 10° C., and 6.78 ml of triethylamine are added dropwise. The mixture is stirred at RT for a further 1 h. The deposited precipitate is separated off (not the product). The filtrate, which contains the product, is subjected to conventional work-up, giving 3 g of ethyl (4,6-dichloropyrazolo[3,4-d]pyrimidin-1-yl)acetate (“12”).

Source