Synthesis Of The Agonists Of 5-HT_2C Receptor

5-hydroxytryptamine (5-HT or serotonin) is an important neurotransmitter of the peripheral and central nervous system, 5-HT_2C receptor is one of its receptor subtype. 5-HT_2C receptor is mainly distributed in the CNS and related to the pathological mechanism of several diseases. Thus this receptor is expected to be a potential target for developing new drugs. Strong evidences exist to support the use of 5-HT_2C receptor agonists as pharmacological treatment of many diseases, including obesity, drug abuse, anxiety, depression, OCD and epilepsy. So searching selective 5-HT_2C receptor agonists has become a focus in drug research and development.Based on studies and reports about 5-HT_2Cc receptor agonists, we have designed two series of bicyclic compounds. One kind of series is compounds with benzoxazine ring, replacing the indoline ring of the endogenous ligand 5-HT with morpholine ring; the other one is indazoles. We intend to explore 5-HT_2C receptor agonists that possess better selectivity. During the synthesis of the first kind compounds, we synthesized their most important intermediate, 7-bromo ethyl 1,4-dihydro-3H-2,3-benzoxazines -3-carboxylate. Eleven new 7-substiituated ethyl 1,4-dihydro-3H-2,3-benzoxazines -3-carboxylate have been synthesized obtained from the reaction of this intermediate and amines via palladium catalysis. In the courses of synthesis of the second kind, three indazoles have been obtained under microwave irradiation.In this thesis, fourteen target compounds have been synthesized. All these compounds were characterized by ¹H-NMR.