Dimethylformamide → HCID 178521275, compound

Participants

Reaction Conditions

Reaction Steps

2-Bromoethanol (42 μL, 0.6 mmol) was added to a mixture of trans-4-[4-(6-amino-indazol-1-yl)-pyrimidin-2-ylamino]-cyclohexanol (100 mg, 0.30 mmol) and sodium bicarbonate (25 mg, 0.30 mmol) in acetonitrile (1 mL), and the resulting mixture heated to 80° C. for 2 h. DMF (0.5 mL) was added, and the resulting mixture heated to 80° C. overnight. A second aliquot of 2-bromoethanol (20 μL) was added, and heating continued for 3 days. The resulting mixture was diluted with MeOH, and Et2O was added. The gummy residue which crashed out of solution was purified by preparative TLC to give trans-4-{4-[6-(2-hydroxyethylamino)-indazol-1-yl]-pyrimidin-2-ylamino}-cyclohexanol (29 mg) as a yellow solid. MS=369 [M+H]+.

Provenance & Evidence