IMO, I would only try to extend for about 10-20 min and only if ds wakes crying and clearly tired. Otherwise, I would go on with my day and try to fit in another nap or early bedtime. Maybe it's b/c of mommy guilt (for neglecting dd) or b/c ds wakes up happy, I try not to stress myself too much about the length of the naps but the overall total amount of sleep. Looking back, I think that it worked out well with us as ds is able to sleep on the go whereas dd will only nap in her crib.
Also, I have more success extending the naps with pat/hum at that age. PU/PD never works well for us. HTH