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942511-70-8

6-Chloro-5-methyl-nicotinic acid ethyl ester synthesis

5synthesis methods
85614-89-7 Synthesis
Ethyl 5-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate

85614-89-7
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Yield:942511-70-8 85%

Reaction Conditions:

with trichlorophosphate at 120; for 1.5 h;

Steps:

9.1.iii

iii) 6-Chloro-5-methyl-nicotinic acid ethyl ester A mixture of θ-hydroxy-S-methyl-nicotinic acid ethyl ester (1.65 g, 9.11 mmol) in POCI3 (2.55 ml_, 27.3 mmol) was stirred at 1200C for 1.5 hour. The mixture was cooled down and poured into ice. The resulting precipitate was filtered off, washed with water and then solubilised in DCM. The organic phase was dried over sodium sulfate and then concentrated in vacuo to afford 6-chloro-5-methyl-nicotinic acid ethyl ester (1.55 g, 85%) as a dark brown solid. (ES- MS: m/z 241.1/243.1 [M+CH3CN+H] tR 5.12 min (system 2)).

References:

WO2007/71358,2007,A1 Location in patent:Page/Page column 59-60