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2-Phenyl-imidazo[1,2-a]pyridine-7-carboxylic acid synthesis

3synthesis methods
1030-33-7 Synthesis
2-PHENYL-IMIDAZO[1,2-A]PYRIDINE-7-CARBOXYLIC ACID METHYL ESTER

1030-33-7
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Yield:959-40-0 99%

Reaction Conditions:

Stage #1: methyl 2-phenylimidazo[1,2-a]pyridine-7-carboxylatewith water;sodium hydroxide in ethanol; for 2 h;Reflux;
Stage #2: with hydrogenchloride in ethanol;water;Cooling with ice;

Steps:

1.2

Step 2: 2-Phenyl-imidazo[1,2-a]pyridine-7-carboxylic acidA solution of NaOH in water (1N, 54 ml, 54 mmol) was added to a suspension of 2-phenyl-imidazo[1,2-a]pyridine-7-carboxylic acid methyl ester (6.8 g, 27 mmol) in a mixture of ethanol (50 ml) and water (25 ml). The mixture was heated to reflux (2 h). The obtained clear solution was cooled, poured onto crushed ice (50 g); HCl (25%, 10 ml) was added. The mixture was then filtered, and the precipitate was washed (ethanol) and dried under vacuum. The obtained solid (6.36 g, 99%) was used in the next step without further purification. MS (m/e)=239.1 [M+H+].

References:

US2011/71128,2011,A1 Location in patent:Page/Page column 13

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