1-Hydroxypyrazolo [3, 4-c] quinoline (22), 1-hydroxypyrazolo [4, 3-c] quinoline (21), 1- hydroxypyrazolo [3, 4-c] isoquinoline (20), and 1-hydroxypyrazolo [4, 3-c] isoquinoline (19) were prepared from 1-benzyloxypyrazole (6), establishing the pyridine B-ring in the terminal step. The pyridine ring of pyrazoloquinolines 14 and 18 was formed via cyclization of a formyl group at C-4 or C-5 and an amino group of a 2-aminophenyl substituent at C-5 or C ...