If the extension has a fixed length, you'd better use a line string .
url = "https://img.skitch.com/20101222-kg5chjx4jetgcdeaug46hi6jpk.jpg"
print url[0..-5] + ".preview" + url[-4..-1]
exits
https:
Or, if your extensions are of variable length, you can use rindex()to find the beginning of the extension.
url = "https://img.skitch.com/20101222-kg5chjx4jetgcdeaug46hi6jpk.jpeg"
dot_index = url.rindex(".")-1
print url[0..dot_index] + ".preview" + url[dot_index+1..-1]
exits
https:
If you must use a regex, do the following:
url = "https://img.skitch.com/20101222-kg5chjx4jetgcdeaug46hi6jpk.jpeg"
print url.gsub(/\.(\w{2,4})$/, ".preview.\\1")
exits
https: