ChemicalBook CAS DataBase List Paliperidone Palmitate

Paliperidone Palmitate synthesis

7synthesis methods

Product Name:Paliperidone Palmitate
CAS Number:199739-10-1
Molecular formula:C39H57FN4O4
Molecular Weight:664.89

Aseptic air-flow mill was used to control the crushing pressure of 3~5bar, and the sterile paliperidone palmitate was crushed to the effective particle size of 2~15μm. Weighed 12g of sodium carboxymethyl cellulose, placed in about 500ml of injectabl

623-65-4
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144598-75-4 Synthesis

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199739-10-1
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$70.00/10mg

Yield:199739-10-1 88.5%

Reaction Conditions:

Stage #1: palmitic anhydride;paliperidonewith dmap in toluene at 20 - 70; for 3 h;
Stage #2: with tert-butyl methyl ether in toluene at 10; for 1 h;Product distribution / selectivity;

Steps:

15

A 250 ml reactor equipped with a mechanical stirrer and a reflux condenser was charged under N₂ with paliperidone (1O g, 23.45 mmol, 1 eq), palmitic anhydride (14.2 g, 28.7 mmol, 1.2 eq), 4-dimethylaminopyridine (0.72 g, 5.9 mmol, 0.25 eq) and toluene (100 ml). The suspension was heated to 70°C and was stirred for 2 hours, then cooled to 22° +/- 2°C. The suspension was stirred at the same temperature for 1 hour, methyl t-butyl ether (100 ml) was added and the suspension was cooled to 10⁰C and was stirred for 1 hour at the same temperature. The suspension was then filtered under reduced pressure, rinsed with methyl t-butyl ether (40 ml) and dried at 50°C under vacuum. The resulting solid was paliperidone palmitate crude (yield: 29.35 g, purity: 99.7% area by HPLC, compounds related to palmitic acid were less then 0.15%). Yield: 88.5% by wt.

References:

WO2009/89076,2009,A2 Location in patent:Page/Page column 15; 29

1415488-05-9 Synthesis