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Intermediates and a process for preparing benzo[B]thiophenes

The instant invention provides intermediates and processes for the preparation of compounds of formula IV STR1 wherein: n is 0, 1, or 2; R is hydrogen or C1 -C4 alkyl; X1 is hydrogen, cyano, 4-hydroxybenzoyl, 4-halobenzoyl, or 4-(C1 -C4 alkoxy)benzoyl; Y is NR4 R5, 4-hydroxyphenyl, or 4-(C1 -C4 alkoxy)phenyl; and R4 and R5 are independently hydrogen or C1 -C4 alkyl.

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Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

Simple exploration of 4-Chlorobenzo[b]thiophene

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Solvent-free mechanochemical Buchwald-Hartwig amination of aryl chlorides without inert gas protection

A solvent-free Buchwald-Hartwig amination had been developed under high-speed ball-milling conditions, which afforded the desired products with moderate to high yields. The addition of sodium sulfate was found to be crucial for improving both the performance and the reproducibility. Comparative solvent-free stirring experiments implicated the importance of mechanical interaction for the transformation, and the inert gas was proved to be unnecessary for this amination.

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Benzothiophene – Wikipedia,
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Final Thoughts on Chemistry for 5-Aminobenzothiophene

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A synthetic method of the compound aromatic amines (by machine translation)

The invention discloses a method for synthesizing aromatic amine compound, characterized in that in accordance with the following two kinds of methods in any method for carrying out: method a: will have the general formula (I) of the alkyl aromatic compound having the general formula (II) with the nitrogen containing compound mixed, oxidizing agent and organic solvent in the presence of reaction under the condition of having the general formula (III) of the aromatic amine compound; the second method: will have the general formula (I ‘) of the aromatic alcohol derivatives having the general formula (II) with the nitrogen containing compound mixed, in the acid additive and the presence of organic solvent prepared through the reaction of the formula (III) of the aromatic amine compound. The invention of the first use of the bulk of the alkyl aromatic compound or aromatic alcohol derivatives as raw materials, under the action of the non-metal catalytic, produced by the reaction of aromatic amine compound, compared with the traditional synthetic method with high yield, condition is simple, less waste emissions, does not need metal involved in, the reaction apparatus is simple, easy to industrial production and the like, therefore, has a wide application. (by machine translation)

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Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

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Benzothiophene compounds, intermediates, compositions, and methods

A method for alleviating the symptoms of post-menopausal syndrome comprising administering to a woman in need thereof an effective amount of a compound of formula I wherein R1a is –H or –OR7a in which R7a is –H or a hydroxy protecting group; R2a is –H, halo, or –OR8a in which R8a is –H or a hydroxy protecting group; R3 is 1-piperidinyl, 1-pyrrolidino, methyl-1-pyrrolidinyl, dimethyl-1-pyrrolidino, 4-morpholino, dimethylamino, diethylamino, diisopropylamino, or 1-hexamethyleneimino; n is 2 or 3; and Z is –O– or –S–; or a pharmaceutically acceptable salt thereof, and further comprising administering to said woman an effective amount of progestin.

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Benzothiophene – Wikipedia,
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Combining structure- and property-based optimization to identify selective FLT3-ITD inhibitors with good antitumor efficacy in AML cell inoculated mouse xenograft model

FLT3 mutation is among the most common genetic mutations in acute myeloid leukemia (AML), which is also related with poor overall survival and refractory in AML patients. Recently, FLT3 inhibitors have been approved for AML therapy. Herein, a series of new compounds with pyrazole amine scaffold was discovered, which showed potent inhibitory activity against FLT3-ITD and significant selectivity against both FLT3-ITD and AML cells expressing FLT3-ITD. Compound 46, possessing the most promising cellular activity, blocked the autophosphorylation of FLT3 pathway in MV4-11 cell line. Furthermore, the apoptosis and downregulation of P-STAT5 were also observed in tumor cells extracted from the MV4-11 cell xenografts model upon compound 46 treatment. Compound 46 was also metabolically stable in vitro and suppressed tumor growth significantly in MV4-11 xenografts model in vivo. Compound 46 showed no toxicity to the viscera of mice and caused no decrease in body weight of mice. In conclusion, the results of this study could provide valuable insights into discovery of new FLT3 inhibitors, and compound 46 was worthy of further development as potential drug candidate to treat AML.

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Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

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Chiral Br¡ãnsted Acid from Chiral Phosphoric Acid Boron Complex and Water: Asymmetric Reduction of Indoles

A new chiral Br¡ãnsted acid, generated in situ from a chiral phosphoric acid boron (CPAB) complex and water, was successfully applied to asymmetric indole reduction. This ?designer acid catalyst?, which is more acidic than TsOH as suggested by DFT calculations, allows the unprecedented direct asymmetric reduction of C2-aryl-substituted N-unprotected indoles and features good to excellent enantioselectivities with broad functional group tolerance. DFT calculations and mechanistic experiments indicates that this reaction undergoes C3-protonation and hydride-transfer processes. Besides, bulky C2-alkyl-substituted N-unprotected indoles are also suitable for this system.

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Benzothiophene – Wikipedia,
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Ipiprazole derivative and preparation method thereof (by machine translation)

The invention provides a piripiprazole derivative and a preparation method, wherein the chemical structural formula of the epiprazole derivative is expressed by a chemical structural formula. The epiprazole derivative is composed of epiconazole, (HCHO). m N – hydroxymethyl according to the first basic catalyst is prepared; and then N – hydroxymethyl-piripiprazole and an alkylformylchloride compound are reacted under second basic catalyst to prepare. The half-life of the epiprazole derivative is prolonged, the drug delivery frequency can be reduced; and the epiprazole derivative prepared by the preparation method is low in impurity, and low in cost. (by machine translation)

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Benzothiophene – Wikipedia,
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Palladium-catalyzed amination of aryl chlorides and bromides with ammonium salts

We report the palladium-catalyzed coupling of aryl halides with ammonia and gaseous amines as their ammonium salts. The coupling of aryl chlorides and ortho-substituted aryl bromides with ammonium sulfate forms anilines with higher selectivity for the primary arylamine over the diarylamine than couplings with ammonia in dioxane. The resting state for the reactions of aryl chlorides is different from the resting state for the reactions of aryl bromides, and this change in resting states is proposed to account for a difference in selectivities for reactions of the two haloarenes.

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Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

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In homogeneous catalysis, the catalyst is in the same phase as the reactant. The number of collisions between reactants and catalyst is at a maximum.In a patent, 360575-29-7, name is Methyl 4-bromobenzo[b]thiophene-2-carboxylate, introducing its new discovery. Quality Control of Methyl 4-bromobenzo[b]thiophene-2-carboxylate

LINEAR GLYCOSIDASE INHIBITORS

Compounds of formula (I) wherein A, R, W, Q, L, n and m have the meaning according to the claims can be employed, inter alia, for the treatment of tauopathies and Alzheimer’s disease.

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Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

Extracurricular laboratory:new discovery of 6-Methoxy-2-(4-methoxyphenyl)-1-benzothiophene

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2-phenylbenzo[B]furans, process for their manufacture and pharmaceutical preparations containing them

The invention relates to new furans and thiophenes with the general Formula 1, STR1 in which R1 and R2 independently of one another denote a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, a benzyl group, a group C(O)R4, where R4 is an alkyl or alkoxy group having 1 to 10 carbon atoms or a phenyl radical, or a carbamoyl group –C(O)NR5 R6, where R5 and R6 independently of one another are a hydrogen atom or an alkyl group having 1 to 10 carbon atoms, and n denotes an integer from 0 to 12 if R3 is a hydrogen atom, or n denotes an integer from 4 to 12 if R3 is an amino group –NR7 R8, where R7 and R8 independently of one another represent a hydrogen atom or an alkyl group having 1 to 10 carbon atoms or R7 and R8 together represent an alkylene group –(CH2)m — or the group –(CH2)2 — or R3 denotes an amide group –C(O)NR7 R 8, where R7 and R8 have the abovementioned meanings, or R3 denotes a sulphinyl group –S(O)R3, where R9 is the radical –(CH2)m (CF2)o CF3 and m and o are 2, 3, 4, 5 or 6 and x denotes an oxygen or sulphur atom. These new compounds are strong and selective anti-oestrogens, and have therapeutic applications in the treatment of oestrogen-related illnesses.

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Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem