反应详情

A solution of 4-[1-methyl-2,4-dioxo-6-(3-phenyl-prop-1-ynyl)-1,4-dihydro-2H-2λ4-benzo[1,2,6]thiadiazin-3-yl methyl]benzoic acid tert-butyl ester (0.33 g, 0.66 mmol) in methylene chloride (10 mL) was treated with trifluoroacetic acid (3 mL), and stirred at room temperature for 1 hour. The reaction mixture was evaporated to dryness, treated with hot ethyl acetate, allowed to cool, and the solid collected by filtration. The solid was triturated with ethyl ether, the solid collected by filtration, and allowed to air dry under house vacuum. The process afforded 0.03 g of 4-[1-methyl-2,4-dioxo-6-(3-phenyl-prop-1-ynyl)-1,4-dihydro-2H-2λ4-benzo[1,2,6]thiadiazin-3-yl methyl]benzoic acid as a blue/green solid (9.5% yield. 1H-NMR (CDCl3); d 8.30 (d, 1H), 8.08-8.06 (d, 2H), 7.69-7.67 (dd, 1H), 7.48-7.46 (d, 2H), 7.40-7.32 (m, 4H), 7.27-7.23 (m, 1H), 6.97-6.95 (d, 1H), 5.44-5.40 (d, 1H), 4.81-4.77 (d, 1H), 3.83 (s, 2H), 3.41 (s, 3H). MS: M++1=445.1 Da

1. customThe reaction mixture was evaporated to dryness
2. additiontreated with hot ethyl acetate
3. temperatureto cool
4. filtrationthe solid collected by filtration
5. customThe solid was triturated with ethyl ether
6. filtrationthe solid collected by filtration
7. customto air dry under house vacuum