Dimethyl Sulfoxide → HCID 70085159, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 1-ethyl-4-chloro-1H-pyrazolo[3,4-b]quinoline (1.0 g, 0.0043 mol), DMSO (3 ml) and 2-aminomethylpyridine (0.9 ml, 0.0086 mol) is heated at 110° C. overnight. The reaction mixture is cooled and then is poured into water. The mixture is extracted with CH2Cl2, and then the CH2Cl2 layer is evaporated. The residue is purified by column chromatography on silica gel eluting with 20% hexane/ethyl acetate to afford the product as the free base. The free base is then dissolved in methanol and is treated with methanesulfonic acid. The methanol is evaporated and the residue is recrystallized from 2-propanol/ether and dried in vacuo to afford 1.0 g of 1-ethyl-N-(2-pyridinylmethyl)-1H-pyrazolo[3,4-b]quinolin-4-amine.2CH3SO3H, as a yellow solid m.p. 259°-260° C.

Provenance & Evidence