1,1'-Carbonyldiimidazole → HCID 54582481, compound

Participants

Reaction Steps

To a solution of 62.8 mg (0.4 mmol) of 4-tert-butyl-thiazol-2-ylamine in DCM (2 mL) were added 98 mg (0.6 mmol) of 1,1′-carbonyldiimidazole and the reaction was stirred for 4 h at room temperature. A solution of 354 mg (0.8 mmol) of [1,4]diazepan-1-yl-(tetrahydro-pyran-4-yl)-methanone (triple trifluoroacetic acid salt, prepared according to Method L, above) in DCM (3 mL) was added and the reaction stirred for 18 h at room temperature. The reaction mixture was washed with 10% aqueous citric acid solution (5 mL). The organic layer was dried over Na2SO4, filtered and the filtrate was concentrated under reduced pressure. The crude product was purified by mass-triggered preparative LCMS to afford 27.6 mg of 4-(tetrahydro-pyran-4-carbonyl)-[1,4]diazepane-1-carboxylic acid (4-tert-butyl-thiazol-2-yl)-amide.

Provenance & Evidence