ChemicalBook CAS DataBase List 6-Chloro-4-methoxypyridine-3-carbaldehyde

6-Chloro-4-methoxypyridine-3-carbaldehyde synthesis

8synthesis methods

Product Name:6-Chloro-4-methoxypyridine-3-carbaldehyde
CAS Number:1256823-05-8
Molecular formula:C7H6ClNO2
Molecular Weight:171.58

1060811-62-2
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$15.00/100mg

124-41-4 Synthesis

124-41-4
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$12.00/25g

6-Chloro-4-methoxypyridine-3-carbaldehyde

1256823-05-8
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$95.00/250mg

Yield:1256823-05-8 57%

Reaction Conditions:

in methanol at 0 - 25; for 21 h;Inert atmosphere;

Steps:

7 Preparation of 6-chloro-4-methoxynicotinaldehyde

Sodium methoxide (0.068 g, 1.25 mmol) was added portionwise to a stirred solution of 4,6-dichloronicotinaldehyde (0.2 g, 1.14 mmol) in MeOH (10 mL) cooled to 0°C. The reaction was allowed to warm to room temperature (over 5 hours) and stirred at roomtemperature for 16 hours. The reaction was concentrated in vacuo and then dissolved in DCM. Solids were removed by filtration and the filtrate was purified by flash silica chromatography, elution gradient 0 to 50% EtOAc in heptane. Pure fractions were evaporated to dryness to afford 6-chloro-4-methoxynicotinaldehyde (0.111 g, 57%) as a white solid. ‘H NMR (500 MHz, CDC13, 22 °C) 4.02 (3H, s), 6.97 (1H, s), 8.69 (1H, s),10.37 (1H, d). nz/z: ES+ [M+H]+ 172.

References:

WO2018/19793,2018,A1 Location in patent:Page/Page column 126; 127