ChemicalBook CAS DataBase List METHYL 2-CHLORO-6-METHOXYNICOTINATE

METHYL 2-CHLORO-6-METHOXYNICOTINATE synthesis

14synthesis methods

Product Name:METHYL 2-CHLORO-6-METHOXYNICOTINATE
CAS Number:95652-77-0
Molecular formula:C8H8ClNO3
Molecular Weight:201.61

38025-90-0 Synthesis

38025-90-0
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$10.00/100mg

74-88-4
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$15.00/10g

95652-77-0
90 suppliers
$82.00/100mg

Yield: 69%

Reaction Conditions:

with silver carbonate in chloroform at 50; for 3 h;

Steps:

1 Methyl 2-chloro-6-methoxypyridine-3-carboxylate (EV-AY8827-002)- Step 1
Methyl 2-chloro-6-methoxypyridine-3-carboxylate (EV-AY8827-002)- Step 1 Ag₂CO₃ (11.0 g, 39.8 mmol) and methyl iodide (3.77 ml, 60.5 mmol) were added to a solution of 2-chloro-6-oxo-1,6-dihydropyridine-3-carboxylic acid (CAS 1805670-73-8, 3.00 g, 17.3 mmol) in chloroform (30 ml) and the resulting mixture was stirred at 50°C for 3h. The reaction mixture was filtered under vacuum (washing with chloroform) and the filtrate was concentrated in vacuo. The residue was purified by flash column chromatography (0-100% ethyl acetate/heptane) to afford 2.42 g (69%) of methyl 2-chloro-6-methoxypyridine-3-carboxylate (EV-AY8827-002) as a white powder. LCMS (method D): retention time 1.13min, M/z = 202 (M + 1).

References:

PADLOCK THERAPEUTICS, INC.;DEVRAJ, Rajesh;KUMARAVEL, Gnanasambandam;ATTON, Holly;BEAUMONT, Edward;GADOULEAU, Elise;GLEAVE, Laura;KERRY, Philip Stephen;LECCI, Cristina;MENICONI, Mirco;MONCK, Nat;PALFREY, Jordan;PAPADOPOULOS, Kostas;TYE, Heather;WOODS, Philip A. WO2017/147102, 2017, A1 Location in patent:Paragraph 00376-00377