An efficient and original synthesis of various 3,7‐substituted pyrazolo[1,5‐a]pyrimidines is reported. First, a two‐step process by an SNAr amination followed by a Pd‐catalyzed direct CH‐arylation was developed, then a parallel single‐pot SNAr amination/CH arylation sequence was performed starting from 7‐chloro‐5‐methyl‐2‐phenylpyrazolo[1,5‐a]pyrimidine to obtain highly functionalized products with good yields.