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499796-05-3

BUTTPARK 100\09-06 synthesis

5synthesis methods
(E)-3-(DIMETHYLAMINO)-1-[4-METHYL-2-(3-PYRIDINYL)-1,3-THIAZOL-5-YL]-2-PROPEN-1-ONE

364334-96-3
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BUTTPARK 100\09-06

499796-05-3
5 suppliers
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Yield:499796-05-3 75%

Reaction Conditions:

with hydrazine hydrate in ethanol; for 0.5 h;Reflux;

Steps:

2.1 Step 1:

Step 1: 3-[4-Methyl-5-(1H-pyrazol-3-yl)thiazol-2-yl]pyridine 5.04 g (18.4 mmol) of 3-dimethylamino-1-(4-methyl-2-pyridin-3-ylthiazol-5-yl)propenone in 80 ml of ethanol and 2 ml (41.1 mmol) of hydrazine hydrate were heated under reflux for 0.5 h. The mixture was concentrated by evaporation and the residue was recrystallized from dioxane. Yield: 3.75 g (83% of theory), logP (HCOOH) 1.31 1H-NMR (D6-DMSO): 2.6 (s, 3H), 6.6 (s, 1H), 7.5 (dd, 1H), 7.8 (s, 1H), 8.25 (d, 1H), 8.65 (m, 1H), 9.1 (s, 1H), 13 (s, 1H)

References:

US2011/212949,2011,A1 Location in patent:Page/Page column 39