Not just an acid! An expedient and highly modular synthesis of 6-, 7-, and 8-substituted pyrido[1,2-a]benzimidazoles (4) has been developed by a direct intramolecular CH amination of N-phenylpyridin-2-amines (3). Efficient CH amination of 3 could only be achieved in the presence of catalytic copper and an acid additive. The type of acid (pKa) proved to be crucial for the catalysis. CCl aminations in N-(2-chloroaryl)pyridin-2-amines allow access to 9-substituted pyrido[1,2-a]benzimidazoles.