反応 #1583812

反応方程式

ethyl acetate

2-isopropyl-4-(4-fluorophenyl)-1,3-thiazole

4-bromo-2-methylpyridine

potassium acetate

→

4-[4-(4-Fluorophenyl)-2-isopropyl-1,3-thiazol-5-yl]-2-methylpyridine

溶媒

DMA

反応条件

後処理

1. 1
   ろ過the reaction mixture is filtered through a silica gel cartridge
2. 2
   workup.ADDITION10 ml of water are added to the filtrate
3. 3
   その他The organic phase is separated off
4. 4
   洗浄washed once more with 10 ml of water
5. 5
   乾燥dried over MgSO4
6. 6
   濃縮concentrated under reduced pressure
7. 7
   その他The residue is purified by column chromatography on silica gel (cyclohexane/ethyl acetate)

実験手順

Under argon, 200 mg (0.90 mmol) of 2-isopropyl-4-(4-fluorophenyl)-1,3-thiazole, 77 mg (0.45 mmol) of 4-bromo-2-methylpyridine, 133 mg (1.35 mmol) of potassium acetate and 0.4 mg (2 μmol) of palladium(II) acetate in 5 ml of DMA are heated to 150° C. After 3 h, 50 ml of ethyl acetate are added and the reaction mixture is filtered through a silica gel cartridge. 10 ml of water are added to the filtrate. The organic phase is separated off, washed once more with 10 ml of water, dried over MgSO4 and concentrated under reduced pressure. The residue is purified by column chromatography on silica gel (cyclohexane/ethyl acetate). This gives 115 mg (41%) of the desired product; 1H-NMR(DMSO-(D6) δ: 8.39 (d, 1H), 7.48 (m, 2H), 7.22 (m, 2H), 7.17 (s, 1H), 7.03 (d, 1H), 3.35 (m, 1H), 2.43 (s, 3H), 1.39 (d, 6H).

出典