反应详情

温度

0 °C

1,1-Carbonyldiimidazole (CDI, 87 mg, 0.537 mmol) was added to a solution of 2-(3,3-dimethylbutyrylamino)-4,5,6,7-tetrahydrobenzthiazol-4-carboxylic acid (144 mg, 0.486 mmol) in CH2Cl2 (10 mL), and the resultant mixture was stirred for a period of 2 hours at room temperature. Following cooling of the suspension to 0° C., N,N-dimethyl-1,3-propanediamine (51 mg, 0.50 mmol), dissolved in CH2Cl2 (10 mL), was added dropwise over a period of 10 minutes. Following stirring for 1 hour at 0° C. and overnight at room temperature, a few drops of water were added, and the resultant mixture was extracted with CH2Cl2 (3×10 mL). Following drying of the organic phase over Na2SO4 and filtration, the solvent was removed and the residue was purified via column chromatography. The product 2-(3,3-dimethylbutyrylamino)-4,5,6,7-tetrahydrobenzthiazol-4-carboxylic acid(3-dimethylaminopropyl)amide was obtained in a yield of 125 mg (corresponding to 68% of theory).

1. additionwas added dropwise over a period of 10 minutes
2. extractionthe resultant mixture was extracted with CH2Cl2 (3×10 mL)
3. dry with materialFollowing drying of the organic phase over Na2SO4 and filtration
4. customthe solvent was removed
5. customthe residue was purified via column chromatography