The Production Process of 2-PYRIMIDINAMINE, 4-(3,4-DIHYDRO-1-METHYL-2(1H)-ISOQUINOLINYL)-N-(4-FLUOROPHENYL)-5,6-DIMETHYL-, MONOHYDROCHLORIDE

Introduction:

2-Pyridamine, 4-(3,4-dihydro-1-methyl-2(1H)-isoquinolinyl)-N-(4-fluoro-phenyl)-5,6-dimethyl-, monohydrochloride, also known as Compound A, is a pharmaceutical drug that is currently being studied for its potential use in the treatment of various inflammatory diseases.
The production process for this compound involves several steps, from the synthesis of the starting materials to the purification of the final product.
In this article, we will take a closer look at the production process for 2-Pyridamine, 4-(3,4-dihydro-1-methyl-2(1H)-isoquinolinyl)-N-(4-fluoro-phenyl)-5,6-dimethyl-, monohydrochloride, and discuss the various chemical reactions and techniques involved.

Synthesis of Starting Materials:

The synthesis of 2-Pyridamine, 4-(3,4-dihydro-1-methyl-2(1H)-isoquinolinyl)-N-(4-fluoro-phenyl)-5,6-dimethyl-, monohydrochloride begins with the synthesis of several starting materials.
These starting materials are then reacted in a series of chemical reactions to form the final product.
The starting materials involved in the production of Compound A include 2-pyridinecarboxaldehyde, 3,4-dihydro-1-methyl-2(1H)-isoquinoline, 4-fluoro-phenyl-amine, and several other chemicals.

Synthesis of 2-Pyridinecarboxaldehyde:

The synthesis of 2-pyridinecarboxaldehyde, a key starting material for the production of Compound A, involves the reaction of pyridine-3-carboxylic acid with sodium hydroxide.
The pyridine-3-carboxylic acid is first synthesized by reacting 3-aminopyridine with oxalic acid in the presence of diethyl ether.
The resulting 3-nitropyridine is then reacted with sodium hydroxide to form 3-hydroxypyridine, which is further treated with oxalic acid to form pyridine-3-carboxylic acid.

Synthesis of 3,4-dihydro-1-methyl-2(1H)-isoquinoline:

The synthesis of 3,4-dihydro-1-methyl-2(1H)-isoquinoline, another key starting material, involves several steps.
The synthesis begins with the reaction of methyl-2-nitrophenyl-formate with 2-pyridinecarboxaldehyde in the presence of a Lewis acid catalyst, such as aluminum chloride.
The resulting product is then treated with aqueous sodium hydroxide and extracted with ethyl acetate.
The organic layer is dried over sodium sulfate and the solvent is removed under reduced pressure, forming 2-(methyl-2-nitrophenyl)isoquinoline.
This product is then reduced to form 3,4-dihydro-1-methyl-2(1H)-isoquinoline using a reducing agent such as hydrogen in the presence of a catalyst, such as palladium on barium sulfate.

Synthesis of 4-Fluoro-phenyl-amine:

The synthesis of 4-fluoro-phenyl-amine, another key starting material for the production of Compound A, involves the reaction of 4-fluorobenzene with toluene in the presence of a Lewis acid catalyst, such as boron trifluoride.
The reaction is carried out at a temperature of approximately 80-1