반응 #41800

반응 방정식

4-amino-3-nitrophenol

potassium bis(trimethylsilyl)amide

4-Chloro-pyridine-2-carboxylic acid dimethylamide

potassium carbonate

→

desired product

4-(4-Amino-3-nitro-phenoxy)-pyridine-2-carboxylic acid dimethylamide

용매

dimethylformamide

반응 조건

후처리

1. 1
   농축The reaction mixture was then concentrated
2. 2
   기타before partitioning between ethyl acetate and water
3. 3
   기타The organic layer was separated
4. 4
   세척washed with brine
5. 5
   기타dried
6. 6
   여과filtered
7. 7
   농축concentrated in vacuum
8. 8
   기타to give brown solid
9. 9
   기타Purification by flash chromatography with ethyl acetate and hexane (1:1)

실험 절차

A mixture containing 4-amino-3-nitrophenol (1 eq) and potassium bis(trimethylsilyl)amide (2 eq) was stirred in dimethylformamide for 2 hours at room temperature. To this mixture was added 4-Chloro-pyridine-2-carboxylic acid dimethylamide (1 eq) and potassium carbonate (1.2 eq) and then it was stirred at 90° C. for 3 days. The reaction mixture was then concentrated before partitioning between ethyl acetate and water. The organic layer was separated, washed with brine, dried, filtered and concentrated in vacuum to give brown solid. Purification by flash chromatography with ethyl acetate and hexane (1:1) gave the desired product as a yellow syrup. HPLC, 1.69 min; MS: MH+=303.1.

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