Hydrochloric Acid → HCID 178464050, compound

Participants

Reaction Steps

Butanethiol (5.34 ml) was added to a mixture of 13.0 g 1-[2-(diethylamino)ethyl]-7-methoxy-1H-pyrazolo[3,4-b]quinolin-3-amine (Example 22) and 2.0 g sodium hydride in 150 ml dimethylformamide, and the reaction mixture was heated at reflux for about 16 hours. The resulting mixture was treated with 2N hydrochloric acid to pH 7-8, the volatile materials removed by distillation and evaporation, and the residue acidified with 2N hydrochloric acid and extracted with ethyl acetate. The aqueous layer was made strongly basic, extracted to remove starting material, and finally adjusted to PH 8 to obtain the desired product. There was obtained 2.5 g of 3-amino-1-[2-(diethylamino)ethyl]-7-methoxy-1H-pyrazolo[3,4-b]quinolin-7-ol, orange solid, m.p. 232°-235° C.

Provenance & Evidence