Preparation of 3-[2-[4-((6-fluoro-1, 2-benzisoxazol-3-yl)-l-piperidinyl)-6, 7, 8, 9-tetrahydor-9-hydroxy-2-methyl-4H-pyrido[ 1, 2-A]-pyrimidin-4-one(paliperidone) and paliperidone palmitate
OwnerRamamohan Rao Davuluri, Ravi Ponnaiah +5inventors
InventorsRamamohan Rao Davuluri, Ravi Ponnaiah, Praveen Kumar Neela, Guruswamy Batthini, Telagareddy Venkata Narasimharao, Kosireddy Ravanababu, Kallepally Sudheer
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Abstract
An improved process for the synthesis of 3-[2-[4-((6-fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]-6,7,8,9-tetrahydro-9-hydroxy-2-methyl-4H-pyrido[1,2-a]-pyrimidin-4-one (Paliperidone) and Paliperidone Palmitate through a novel intermediate (2-Chloroethyl)-6,7,8,9-tetrahydro-2-methyl-9-hydroxy-4H-pyrido [1,2-a]pyrimidine-4-one Palmitate ester.
Claims13
A process for preparing 3-(2-Chloroethyl)-6,7,8,9-tetrahydro-2-methyl-9-hydroxy-4H-pyrido[1,2-a]pyrimidine-4-one Palmitate ester of Formula V
- comprising the steps of:
- combining 3-(2-Chloroethyl)-6,7,8,9-tetrahydro-2-methyl-9-hydroxy-4H-pyrido[1,2-a]pyrimidine-4-one with a fatty acid derivative in the presence of a pyridine derivative, at least one base and at least one organic solvent to obtain a reaction mixture;
- and
- adding an acid halide to the reaction mixture and maintaining the mixture for sufficient time to give the compound 3-(2-chloroethyl)-6,7,8,9-tetrahydro-2-methyl-9-hydroxy-4H-pyrido[1,2-a]pyrimidine-4-one Palmitate ester of Formula V.
A process for preparing Paliperidone Palmitate of Formula VII,
- comprising the steps of:
- reacting (2-Chloroethyl)-6,7,8,9-tetrahydro-2-methyl-9-hydroxy-4H-pyrido[1,2-a]pyrimidine-4-one palmitate ester compound of Formula V with 6-fluoro-3-(4-piperidinyl)-1,2-benzisoxazole monohydrochloride in the presence of a base in a solvent to give the compound paliperidone palmitate of Formula VII.
A compound of Formula V
Dependencies are inferred from the claim text.