Sodium Hydroxide → 3-Amino-5-tert-butylselenophene-2-carboxamide

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Reaction Steps

As shown in scheme L, 3-amino-5-(tert-butyl)selenophene-2-carbonitrile is treated with 10% aqueous NaOH solution/ethanol to give 3-amino-5-(tert-butyl)selenophene-2-carboxamide. Which is cyclised using formic acid/sulfuric acid to give 6-(tert-butyl)-3-hydroselenopheno[3,2-d]pyrimidin-4-one and further treatment with thionyl chloride gave 6-(tert-butyl)-4-chloroselenopheno[3,2-d]pyrimidine (Hesse, S. et. al., Synthesis, 2009, 1204-1208) in good yield. Treatment of this 4-chlorocompound with 3-amino-5-tert-butylselenophene-2-carboxamide in the presence of DMF/NaOH gave 5-(tert-butyl)-3-{[6-(tert-butyl)selenopheno[2,3-e]pyrimidin-4-yl]amino}selenophene-2-carboxamide.

Provenance & Evidence