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ChemicalBook CAS DataBase List methyl 5-chlorofuro[2,3-c]pyridine-2-carboxylate

methyl 5-chlorofuro[2,3-c]pyridine-2-carboxylate synthesis

5synthesis methods
1060804-53-6 Synthesis
2-chloro-5-hydroxyisonicotinaldehyde

1060804-53-6
55 suppliers
$114.00/100mg

methyl 5-chlorofuro[2,3-c]pyridine-2-carboxylate

1315362-16-3
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Yield:1315362-16-3 79%

Reaction Conditions:

with potassium carbonate in N,N-dimethyl-formamide at 80; for 8 h;

Steps:

109B Example 109B: methyl 5 -chlorofuro [2,3 -cjpyridine-2-carboxylate (B- 109)

j00489j To a mixture of 2-chloro-5-hydroxyisonicotinaldehyde (4.0 g, 25 mmol) and methyl 2- bromoacetate (5.8 g, 38 mmol) in N,N-dimethylformamide (40 mL) under nitrogen at room temperature was added potassium carbonate (6.9 g, 50 mmol). The reaction mixture was stirred at 80 °C for 8 hours, then diluted with water (100 mL) and extracted with ethyl acetate (3 x 100 mL). The combined organic layers were washed with brine (2 x 100 mL), dried over anhydrous sodium sulfate and concentrated in vacuo. The residue was purified by silica gel silica gel chromatography [petroleum ether: ethyl acetate = 25:11 to give compound B-109 (4.2 g, 79% yield) as a white solid. LCMS (E): tR=0.68 mm., 212.6 mlz (M+1).

References:

WO2017/69980,2017,A1 Location in patent:Paragraph 00488; 00489

1060804-53-6 Synthesis
2-chloro-5-hydroxyisonicotinaldehyde

1060804-53-6
55 suppliers
$114.00/100mg

methyl 5-chlorofuro[2,3-c]pyridine-2-carboxylate

1315362-16-3
11 suppliers
inquiry