反应详情

A mixture of 0.5 g (3.57 mmols) of 3-hydroxypyrazine-2-carboxylic acid, 3 ml of phosphorus oxychloride, and one drop of pyridine was refluxed for 3 hours. The resultant reaction solution was distilled to remove excess phosphorus oxychloride. To the residue 5 ml of ethyl acetate was added. The solution was added dropwise to 10 ml of an ethyl acetate solution of 0.53 g (3 mmols) of 4-amino-1,1,3-trimethylindane and 0.4 g (3.96 mmols) of triethylamine. The resultant mixture was stirred at room temperature for 2 hours and then sequentially washed with water, sodium hydrogen carbonate, water, and a saturated brine. The washed solution was dried with magnesium sulfate and then concentrated under reduced pressure. The concentrated residue was separated and purified by silica gel column chromatography (eluent: ethyl acetate/n-hexane =1/4), to obtain 0.58 g of light yellow crystals (Compound No. 10 shown in Table 5). The yield was 61%.

1. temperaturewas refluxed for 3 hours
2. customThe resultant reaction solution
3. distillationwas distilled
4. customto remove excess phosphorus oxychloride
5. additionTo the residue 5 ml of ethyl acetate was added
6. washsequentially washed with water, sodium hydrogen carbonate, water
7. dry with materialThe washed solution was dried with magnesium sulfate
8. concentrationconcentrated under reduced pressure
9. customThe concentrated residue was separated
10. custompurified by silica gel column chromatography (eluent: ethyl acetate/n-hexane =1/4)