Dimethylacetamide → HCID 66816400, compound

Participants

Reaction Conditions

Reaction Steps

4-Nitrophenyl chloroformate (35 mg, 0.17 mmol) was added to a solution of 8-[(E)-2-(2-methyl-4-methylamino-phenyl)-ethenesulfonyl]-2-(3-trifluoromethoxy-phenyl)-1,3,8-triaza-spiro[4.5]dec-1-en-4-one (80 mg, 0.15 mmol) in THF (1 ml) at room temperature, and the mixture was then stirred at 70° C. for 30 minutes. The reaction mixture was extracted with AcOEt, and then dried over sodium sulfate and concentrated under reduced pressure. The resulting intermediate (83a) (20 mg, 0.029 mmol) was dissolved in DMA (0.1 ml), and N,N-dimethylethylenediamine (0.1 ml, 0.91 mmol) was added. The mixture was then stirred at 140° C. for one hour and at 100° C. for one hour. The resulting reaction mixture was purified by silica gel column chromatography to give 3-(2-dimethylamino-ethyl)-1-methyl-1-(3-methyl-4-{(E)-2-[4-oxo-2-(3-trifluoromethoxy-phenyl)-1,3,8-triaza-spiro[4.5]dec-1-ene-8-sulfonyl]-vinyl}-phenyl)-urea as an amorphous (12 mg, yield 66%).

Provenance & Evidence