Cesium carbonate → 3-Chloro-4-{[1-methyl-7-(4-morpholinylcarbonyl)-1H-pyrrolo[3,2-c]pyridin-4-yl]amino}benzonitrile hydrochloride

Participants

Reaction Conditions

Reaction Steps

A mixture of 4-chloro-1-methyl-7-(4-morpholinylcarbonyl)-1H-pyrrolo[3,2-c]pyridine (100 mg), 2-chloro-4-cyanoaniline (60 mg), cesium carbonate (168 mg), tris(dibenzylideneacetone)dipalladium (0) (15 mg) and 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (10 mg) in 1,4-dioxan (2 ml) was heated to 100° C. under nitrogen for 2 h. Added tris(dibenzylideneacetone)dipalladium (0) (15 mg) and 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (10 mg) and continued heating at 100° C. under nitrogen over night. Added tris(dibenzylideneacetone)dipalladium (0) (15 mg) and 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (10 mg) and continued heating at 100° C. under nitrogen over night. The reaction mixture was diluted with dichloromethane and washed with water then dried (MgSO4), filtered and evaporated. Purified by trituration with 1:1 methanol:DMSO washing the filtered solid with methanol. Salt formation was as described in Example 101 to afford the title compound as a pale yellow solid (27 mg).

Provenance & Evidence