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ChemicalBook CAS DataBase List Methyl thieno[2,3-b]pyridine-2-carboxylate
154650-88-1

Methyl thieno[2,3-b]pyridine-2-carboxylate synthesis

2synthesis methods
36404-88-3 Synthesis
2-Chloro-3-pyridinecarboxaldehyde

36404-88-3
321 suppliers
$5.00/1g

2365-48-2 Synthesis
Methyl thioglycolate

2365-48-2
349 suppliers
$19.00/25g

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Yield:154650-88-1 72%

Reaction Conditions:

with triethylamine in N,N-dimethyl-formamide at 100; for 3 h;

Steps:

30B Exam le 30B - methyl thienor2,3-blpyridine-2-carboxylate (B-130)

To a mixture of 2-chloronicotinaldehyde (10 g, 71 mmol) and methyl 2- mercaptoacetate (7.6 g, 71 mmol) in anhydrous N, N-dimethylformamide (100 mL) was added anhydrous triethylamine (14 g, 0.14 mol). The mixture was stirred at 100 °C for 3 hours. On completion, the solution was concentrated in vacuo and purified by silica gel column chromatography [petroleum ether : ethyl acetate = 10: 1 ] to give B-130 (10 g, 72% yield) as a white solid. LCMS: (ES+) m/z (M+H)+ = 194.1 , tR=0.671.

References:

WO2015/66371,2015,A1 Location in patent:Paragraph 00260-00261

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