Deuteronomy 2:3

Ye have compassed this mountain long enough: turn you northward. — Apparently this command must have been issued when they were in Kadesh the second time, at the commencement of the fortieth year (Numbers 20:1). It was from this encampment that Moses sent messengers to the king of Edom asking permission to pass through his territory. It would be interesting to know when it was decided that Israel should enter the land of promise by passing over Jordan, instead of going through the Negeb. Did Mount Seir, or the territory of Edom, lie wholly on the east, or partly on the west of Israel when they were encamped in Kadesh? If Edom had acquired any territorial rights to the westward during the thirty-eight years’ wandering, it might have been necessary for Israel to ask his permission to go by the way of the spies, and in that case the decision to pass Jordan may have been taken in consequence of Edom’s refusal. But if, as Conder (Bible Handbook, p. 250) appears to think, the permission asked was to go eastward between the mountains by the W. el Ghaweir to the north of Mount Hor, or the W. Ghurundel to the south of it (see Stanley’s Map in Sinai and Palestine for these), then the decision to pass the Jordan must have been taken before this period. The reason for the step would then be similar to what we find in Exodus 13:17, that the people might not have to fight their way into the country through the land of the Amorites. The miraculous eisodus across Jordan would thus become still more analogous to the miraculous exodus from Egypt.