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1192711-37-7

2-Chloro-4-(Cyclopropylamino)Pyrimidine-5-Carboxylic Acid synthesis

2synthesis methods
-

Yield:1192711-37-7 64%

Reaction Conditions:

Stage #1: ethyl 2-chloro-4-(cyclopropylamino)pyrimidine-5-carboxylatewith water;lithium hydroxide in 1,4-dioxane at 20;
Stage #2: with hydrogenchloride in 1,4-dioxane;water; pH=2;

Steps:

5.5

Ethyl ester 1.5 (6.02g, 24 mmol) was diluted with 1,4-dioxane (26 mL) followed by aqueous lithium hydroxide (1.0 M, 26 mL, 26 mmol) and stirred at rt until all starting material had been converted to the carboxylic acid. The reaction was then diluted with water to a total volume of 100 mL and acidified to pH = 2 with 6 M HCl. The resulting suspension was then filtered and dried by aspiration giving 3.5 Ig of the carboxylic acid (64%). 1H NMR (DMSOd6, 400 MHz): δ 8.64 (d, IH), 8.74 (s, IH), 4.50 (m, IH), 2.31 (m, 2H), 2.03 (m, 2H), 1.72 (m, 2H).

References:

WO2009/131687,2009,A2 Location in patent:Page/Page column 102