17402-83-4Relevant academic research and scientific papers
Preparation method for synthesizing brexpiprazole
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Paragraph 0066-0067; 0073-0081; 0087- 0095, (2017/08/29)
The invention provides a preparation method for synthesizing brexpiprazole. The preparation method comprises the following specific steps of using 4-nitrobenzo[b]thiophene as a raw material to carry out a hydrogenation reaction to synthesize an intermediate compound (II), and using 7-hydroxy-1H-quinolin-2-one as a raw material to carry out a reaction to synthesize and obtain a compound (III) at a first step and to obtain an intermediate compound (IV) at a second step; afterwards, condensing the intermediate compound (II) and the intermediate compound (IV) to make a target compound (I), namely the brexpiprazole. Raw materials of the entire synthetic route of the preparation method are both obtained easily; the operation is simple and convenient; the operation cost is low; the preparation method is green and environment-friendly; further, the yield of each step is high; the preparation method is quite suitable for industrialized production, and has extremely high industrial application value.
Novel preparation method of brexpiprazole
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Paragraph 0025-0026, (2016/10/08)
The invention provides a novel preparation method of brexpiprazole, belonging to the technical field of medicines and chemical synthesis, and solving the problems of more impurities, low yield and serious pollution of existing brexpiprazole preparation methods. According to the method, 4-hydroxy benzothiophene is taken as a starting material, an intermediate V is obtained by four steps of reactions, an intermediate VII is obtained from 7-hydroxy-2-quinolone by two steps of reactions, and the intermediate V and the intermediate VII are subjected to condensation to obtain the brexpiprazole meeting clinic medicinal requirements. The preparation method is easy for getting raw materials, low in price, simple in operation, and mild in reaction condition, and has good industrialized application values.
Smiles rearrangement for the synthesis of 5-amino-substituted [1]benzothieno[2,3-b]pyridine
Bonini, Carlo,Funicello, Maria,Scialpi, Rosanna,Spagnolo, Piero
, p. 7515 - 7520 (2007/10/03)
The Smiles rearrangement was successfully applied to 4-hydroxybenzo[b]thiophene furnishing a facile entry to the 4-amino derivative. The rearrangement was extended to 5-methoxy-4-methoxycarbonyl[1]benzothieno[2,3-b]pyridine obtained via aza-Wittig/electrocyclization reaction of novel N-(4-methoxybenzothiophen-2-yl)iminomethyldiphenylphosphorane with methyl trans-4-oxo-2-pentenoate. The preparation of a novel 5-amino-4-methoxycarbonyl[1]benzothieno[2,3-b]pyridine, which is of interest as a potential secondary peptide structure mimic, was successfully achieved.
