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923258-65-5

6-cyclopropyl-3-methylisoxazolo[5,4-b]pyridine-4-carboxylic acid(SALTDATA: FREE) synthesis

3synthesis methods
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Yield:923258-65-5 94%

Reaction Conditions:

Stage #1: C12H12N2O3with sodium hydroxide in tetrahydrofuran at 20; for 1.5 h;
Stage #2: with hydrogenchloride in water; pH=2;

Steps:



Synthesis of compound 5A solution of compound 4 (2.7g, 1 1.6mmol) in a mixture 1 :1 THF/1 N NaOH (52ml_) was stirred at r.t. for 1 .5h. The reaction was concentrated in vacuum, the aque- ous solution was acidified to pH=2 with 10% HCI and the solid formed was collected by filtration and dried under high vacuum to yield compound 5 (2.4g, 94%).1H-NMR (DMSO-de): δ= 7.78 (s, 1 H), 2.59 (s, 3H), 2.46-2.36 (m, 1 H), 1 .18-1 .01 (m,4H).MS: m/z= 219 [M+H]+.

References:

WO2012/10633,2012,A1 Location in patent:Page/Page column 54-55