반응 #1340995

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8-fluoro-2-methylquinoline-6-thiol

6-chloro-N-(3-methyl-1H-pyrazol-5-yl)-2-(methylsulfonyl)pyrimidin-4-amine

→

title compound

수율 49.2%

6-chloro-2-(8-fluoro-2-methylquinolin-6-ylthio)-N-(3-methyl-1H-pyrazol-5-yl)pyrimidin-4-amine

수율 49.2%

용매

tBuOH

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후처리

1. 1
   기타The reaction mixture was degassed three times (vacuum/N2)
2. 2
   농축The crude mixture was partially concentrated in vacuo
3. 3
   여과The resulting solid was filtered
4. 4
   세척washed with ethyl acetate
5. 5
   기타The solid was dried in a pistol under vacuo

실험 절차

To a stirred solution of 8-fluoro-2-methylquinoline-6-thiol (1.21 g, 6.27 mmol) in tBuOH (25 ml) was added 6-chloro-N-(3-methyl-1H-pyrazol-5-yl)-2-(methylsulfonyl)pyrimidin-4-amine (1.5 g, 5.22 mmol). The reaction mixture was degassed three times (vacuum/N2) before being heated to 90° C. for 18 hours. The crude mixture was partially concentrated in vacuo. The resulting solid was filtered and washed with ethyl acetate and an aqueous solution of K2CO3. The solid was dried in a pistol under vacuo to afford the title compound as an off-white solid (1.029 g, 49% yield). 1H NMR (DMSO D6, 400 MHz) δ1.42 (3H, br s), 2.73 (3H, s), 4.95 (1H, br s), 6.47 (1H, br s), 7.61 (1H, d), 7.78 (1H, dd), 8.14 (1H, s), 8.39 (1H, d), 10.32 (1H, br s), 11.75 (1H, br s); MS (ES+) 401, (ES−) 399.

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