반응 #1583812

반응 방정식

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

용매

DMA

반응 조건

후처리

1. 1
   여과the reaction mixture is filtered through a silica gel cartridge
2. 2
   workup.ADDITION10 ml of water are added to the filtrate
3. 3
   기타The organic phase is separated off
4. 4
   세척washed once more with 10 ml of water
5. 5
   건조dried over MgSO4
6. 6
   농축concentrated under reduced pressure
7. 7
   기타The residue is purified by column chromatography on silica gel (cyclohexane/ethyl acetate)

실험 절차

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).

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