ChemicalBook CAS DataBase List 6-methyl-pyridine-2-carboxylic acid ethyl ester

6-methyl-pyridine-2-carboxylic acid ethyl ester synthesis

4synthesis methods

Product Name:6-methyl-pyridine-2-carboxylic acid ethyl ester
CAS Number:39640-51-2
Molecular formula:C9H11NO2
Molecular Weight:165.19

934-60-1 Synthesis

934-60-1
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$8.00/1g

64-17-5 Synthesis

64-17-5
724 suppliers
$10.00/50g

6-methyl-pyridine-2-carboxylic acid ethyl ester

39640-51-2
31 suppliers
$35.00/250mg

Yield: 78%

Reaction Conditions:

with sulfuric acid for 22 h;Reflux;

Steps:

Intermediate 1 : ethyl 6-methylpicolinate
To a solution of 6-methylpicolinic acid (2.0 g, 14.58 mmol) in ethanol (50 mL) sulphuric acid (1.2 mL) was added and the mixture was heated to reflux for 22 hours and then concentrated to dryness. The residue was dissolved in water (50 mL), sodium bicarbonate was added until pH 8-9 and it was extracted with ethyl acetate (3x40 mL). The combined organic layers were dried over sodium sulfate and concentrated to afford a yellow oil (1.88 g, 78%).¹H-NMR (300 MHz, CDCl3 ): d =7.95 (d, J= 7.7 Hz, 1H), 7.72 (t, J= 7.7 Hz, 1H), 7.34 (d, J = 7.7 Hz, 1 H), 4.49 (q, J = 7.1 Hz, 2H), 2.67 (s, 3H), 1.44 (t, J= 7.1 Hz, 3H).

References:

ORIGO BIOPHARMA, S.L. WO2021/105317, 2021, A1 Location in patent:Page/Page column 30