James Gershfield's Lions will host Division One high-flyers Faithfold A, while Peter Morrison Trophy holders North London Raiders will fancy their chances against second division Hertswood Vale.
Tie of the round sees former winners Hendon United travel to Division Two pace-setters Fairlop FC.
CYRIL ANEKSTEIN CUP ROUND TWO DRAW
Fairlop FC vs Hendon United Sports
Maccabi London Lions White vs Faithfold A
Brady Maccabi A vs Temple Fortune B
Los Blancos vs North London Raiders B
Oakwood B vs Bayern Mincha
North London Raiders A vs Hertswood Vale
Redbridge Jewish Care B vs Oakwood A
FC Team vs Camden Park
