Moussar sur Le Deutéronome 3:23

It is written in the name of Moshe our teacher, peace be upon him, “And I pleaded with Hashem” (Devarim 3:23). Our Sages of blessed memory have explained (Devarim Rabbah 11:10) that he prayed 515 prayers — the numerical value of the phrase, “And I pleaded” (Va’eschanan) — that he be allowed to enter the Holy Land

Yalkut Shimoni item 177 on Exodus 6,12, where we have another instance in which Moses uses the word לאמור when speaking to G–d, says that there are altogether four such instances. Rabbi Eleazar ben Azaryah claims that Moses demanded that G–d reply to him, i.e. “לאמור, whether He would redeem the Children of Israel or not. G–d responded in Exodus 6,1: "Now you will see what I shall do to Pharaoh, etc." A similar incident occurred when the Torah reported Moses as using this expression in Numbers 12,13 when he wanted an immediate answer whether G–d was going to heal Miriam or not. There, too, G–d is reported as responding to this outcry in verse 14, indicating that Miriam would be healed after a week. We also have such an instance in Numbers 27,15 where Moses wanted a reply from G–d to his request that He appoint a suitable leader in his stead. G–d responded in verse 18 that Joshua would be the new leader of the people. Lastly, the Yakut quotes the verse in our portion where Moses supposedly demanded an immediate response to his request to enter ארץ ישראל.

An even greater difficulty is that here the Midrash portrays the nations of the world, i.e. Satan, as challenging the חוקים, whereas in Deut. 4,6, the Torah itself describes these nations as extolling these very חוקים as the source of our wisdom and insight!