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1206972-73-7

IMidazo[1,2-a]pyridine-2-carboxylic acid, 8-(trifluoroMethyl)-, Methyl ester synthesis

2synthesis methods
7425-63-0 Synthesis
Methyl Bromopyruvate

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2-Pyridinamine, 1,2-dihydro-3-(trifluoromethyl)-

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IMidazo[1,2-a]pyridine-2-carboxylic acid, 8-(trifluoroMethyl)-, Methyl ester

1206972-73-7
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Yield:1206972-73-7 80%

Reaction Conditions:

in N,N-dimethyl-formamide at 60; for 1 h;

Steps:

103.1

A solution of 3-trifluoromethyl-1,2-dihydro-pyridin-2-ylamine (2.5 g, 15.2 mmol) and methyl-3-bromopyruvate (5.5 g, 30.4 mmol) in DMF (50 mL) was heated at 60° C. for 1 hour. The mixture was concentrated, ice H2O was added with rapid stirring, and the resulting precipitate filtered, washed with H2O (4×300 mL), dried under vacuum overnight to give 8-trifluoromethyl-imidazo[1,2-a]pyridine-2-carboxylic acid methyl ester (80%) as a yellow powder. MS (ESI) m/z=245 (MH+).

References:

US2010/204265,2010,A1 Location in patent:Page/Page column 131