What is the correct way to arrange the numbered protons in increasing order of acidity and why

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter24: Amines And Heterocycles
Section24.SE: Something Extra
Problem 51AP: Histamine, whose release in the body triggers nasal secretions and constricted airways, has three...
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What is the correct way to arrange the numbered protons in increasing order of acidity and why? 

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Answer is 2> 5> 1>3>4 

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