Apixaban Impurity 22 synthesis
- Product Name:Apixaban Impurity 22
- CAS Number:1449510-64-8
- Molecular formula:C25H26ClN5O4
- Molecular Weight:495.96
1575-61-7
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Yield:1449510-64-8 5.1 g
Reaction Conditions:
with triethylamine in tetrahydrofuran at 60 - 65; for 4 h;
Steps:
9 Preparation of compound (IIB)
In 250 mL 3-neck round bottom flask equipped with mechanical stirrer, thermometer and addition funnel, compound (III) (10 g), 5-chlorovalaroyl chloride (10.27 g), triethylamine (9.4 g) and THF (70 mL) were heated at 60°C to 65°C for 4 hours. The reaction mixture was cooled at 25°C to 35°C and water (200 mL) was added. The reaction mixture was distilled to remove THF and cooled to 25°C to 35°C. The reaction mixture was stirred for 1 hour and filtered. The wet-cake was washed with water and dried to obtain 5.1 g of compound (IIB). The compound (IIB) was characterized by X-ray powder diffraction pattern (FIG.17). The solid compound was recrystallized in ethyl acetate at 65°C to obtain pure compound (IIB)
References:
WO2014/203275,2014,A2 Location in patent:Page/Page column 39
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545445-40-7
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38560-30-4
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104-94-9
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