ChemicalBook CAS DataBase List Telatinib

Telatinib synthesis

8synthesis methods

Product Name:Telatinib
CAS Number:332012-40-5
Molecular formula:C20H16ClN5O3
Molecular Weight:409.83

(2-METHYLAMINOCARBONYL-4-PYRIDYL)METHANOL

332013-43-1
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332013-40-8 Synthesis

Furo[2,3-d]pyridazin-4-amine, 7-chloro-N-(4-chlorophenyl)-

332013-40-8
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332012-40-5
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Yield:332012-40-5 46%

Reaction Conditions:

with potassium hydroxide;18-crown-6 ether in toluene at 83 - 87;Product distribution / selectivity;

Steps:

14; 14A
To a mixture of the Intermediate from Example 9, step 5 (10.0 g, 35.7 mmol), Intermediate H (12.4 g, 74.6 mmol), and 18-crown-6 (0.42 g, 1.59 mmol) in toluene (100 mL) was added KOH powder(4.4 g, 85%, 66.7 mmol) in one portion at room temperature. The reaction mixture was then heated to 85 +/- 2°C under vigorous stirring. The reaction mixture was stirred vigorously at this temperature overnight. After it was cooled to room temperature, toluene solution was decanted off and water (100 mL) was added to the gummy residue. The resulting mixture was stirred vigorously until it became a free flowing suspension. The solids were collected by filtration, washed with water (2 x 10 mL), and dried under vacuum at 45°C for 16 hours. The yellow/brown solids were suspended in acetonitrile (70 mL) and the suspension was stirred at reflux for 2 hours. After it was cooled to room temperature, the solids were collected by filtration, washed with small amount of acetonitrile, and dried under vacuum at 45°C overnight. The title product was isolated in 46% yield (6.73 g) as a light yellow solid.

References:

BAYER HEALTHCARE AG WO2007/118602, 2007, A1 Location in patent:Page/Page column 68; 69; 75; 79

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332013-40-8 Synthesis

332013-40-8
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