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The invention discloses a method. for preparing a monofluoroalkyl substituted aromatic compound through reductive coupling as a raw material (, wherein a monofluoroalkyl halogenated hydrocarbon and an unactivated) hetero, aryl electrophilic reagent are used as a reducing agent, to obtain monofluoroalkyne-substituted aromatic compound, through post-treatment to obtain monofluoroalkyne-substituted aromatic compound, and, product separation is simple (substrate universality is wide) through post treatment, and the method is good, safety. (by machine translation)

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Reference:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2041 – PubChem

 

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A series of 5-hydroxyquinolines has been prepared via the Skraup reaction. Several regioisomers were made either by selective displacement of a leaving group or by using a bromo substituent as a blocking group. The bromo group was found to be an excellent blocking group due to its stability during the Skraup reaction and easy removal thereafter. Halides at the 5-position of quinoline were found to be much more reactive than those at the 7- and 8-positions. Finally, we have also found a unique method to reduce the pyridyl ring on quinolines, leaving a halogen substituent untouched.

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Pyridazine – Wikipedia,
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1-Glycyl-3-methyl imidazolium chloride-palladium(II) complex [[Gmim]Cl-Pd(II)] was found to be a catalyst for the Suzuki-Miyaura reaction with excellent yields with high turnover number (6.5 × 102-9.4 × 102).

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Pyridazine – Wikipedia,
Pyridazine | C4H4N2053 – PubChem

 

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We previously reported a series of 8-methyl-2-aryl-5-alkylaminoquinolines as a novel class of corticotropin-releasing factor-1 (CRF1) receptor antagonists. A critical issue encountered for this series of compounds was low aqueous solubility at physiological pH (pH 7.4). To address this issue, derivatization at key sites (R2, R3, R5, R 5?, and R8) was performed and the relationships between structure and solubility were examined. As a result, it was revealed that introduction of a methoxy substituent at the C8 position had a positive impact on the solubility of the derivatives. Consequently, through in vivo and in vitro biological studies, compound 21d was identified as a potent, orally active CRF1 receptor antagonist with improved physicochemical properties.

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Pyridazine – Wikipedia,
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The visible-light-enhanced catalytic activation of aryl chlorides for Suzuki?Miyaura cross-coupling (SMC) reactions is highly challenging because of the strength of the C?Cl bond. In this work, palladium nanoparticles (Pd NPs) were grown on a conjugated nanoporous polycarbazole (CNP), named Pd/CNP. The hybrid material Pd/CNP could catalyze the SMC reactions of aryl chlorides with arylboronic acids in water under blue LED irradiation at room temperature with high efficiency. This protocol exhibited good functional group tolerance and the catalyst could be recycled without significant loss of its catalytic activity. CNP not only provided photogenerated electrons to enrich the electron density of the Pd NPs but also generated holes for the activation of the arylboronic acids.

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Pyridazine – Wikipedia,
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5096-73-1, Name is 6-Chloropyridazine-3-carboxylic acid, belongs to pyridazine compound, is a common compound. HPLC of Formula: C5H3ClN2O2In an article, once mentioned the new application about 5096-73-1.

Pyridine-2,3-dicarboxylic acids bearing an halogen in the position alpha or beta to the nitrogen atom were synthesized by oxidation of the corresponding quinolines. Two methods, using either ozone followed by hydrogen peroxide or ruthenium tetroxide under catalytic conditions were used. Diacids 1b,c and 2a-c substituted in 6-position by a chlorine or bromine and in 5-position by a fluorine, chlorine or bromine, respectively, were isolated in yields ranging from 46-71 percent. Yields of 6-fluoro and 6- or 5-iodo diacids 1a,d and 2d did not exceed 30 percent.

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Pyridazine – Wikipedia,
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Aryl hydrocarbon receptor (AhR) is a ligand-activated transcription factor through which dioxins and carcinogenic polycyclic aromatic hydrocarbons cause altered gene expression and toxicity. Ten aza-polycyclic aromatic hydrocarbons (aza-PAHs), consisting of nitrogen substituted naphthalenes, phenanthrenes, chrysenes, and benzo[a]pyrenes (BaPs), were subjected to analysis of their structure-activity relationships as an AhR ligand by using a yeast AhR signaling assay, in which AhR ligand activity was evaluated as lacZ units. Most of the aza-PAHs showed similar or more potent AhR ligand activities than the corresponding parent PAHs. About a 100-fold increased in ligand activity was observed in 10-azaBaP compared with BaP. Halogen-substitution effects on AhR ligand activity in aza-polycyclic aromatics were also investigated with quinoline, benzo[f]quinoline (BfQ), benzo[h]quinoline (BhQ) and 1,7-phenanthroline (1,7-Phe). Position-specific induction of AhR ligand activity was observed in aza-tricyclic aromatic compounds, BfQ, BhQ, and 1,7-Phe, and the ratio of the ligand activities (lacZ units/microM) of monochlorinated and monobrominated aza-tricyclic aromatic compounds to those of the corresponding parent non-halogenated compounds ranged from 2.2- to 254-fold. Greatest enhancement of ligand activity was observed in 2-brominated BfQ (2-Br-BfQ), and its ligand activity was higher than that of BaP. These results suggest that even monohalogenation markedly enhances AhR ligand activity in aza-PAHs.

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Pyridazine – Wikipedia,
Pyridazine | C4H4N2065 – PubChem

 

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Palladium-catalyzed highly regioselective Mizoroki-heck arylation of allylamines with aryl chlorides

Palladium catalyst systems for the regioselective Mizoroki-Heck arylation of N,N-diprotected and N-protected allylamines with aryl chlorides have been developed. Pd(OAc)2 in combination with appropriate additives could efficiently catalyze the linear arylation of N,N-diprotected allylamines with aryl chlorides in toluene to give exclusively the gamma-arylated products in good to excellent yields and with excellent regio- and stereocontrol and good functional group tolerance. With use of a catalytic mixture of Pd(OAc) 2 and 1,1′-bis(diphenylphosphino)ferrocene, the arylation of N-protected allylamines with aryl chlorides could be accomplished in ethylene glycol/DMSO, which afforded complete beta-regioselectivity with good functional group tolerance. The steric and electronic properties of allylamine substrates are found to be critical to the catalytic activity and regiocontrol in both linear and internal arylations. Copyright

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Pyridazine – Wikipedia,
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Sodium Butylated Hydroxytoluene (NaBHT) as a New and Efficient Hydride Source for Pd-Catalysed Reduction Reactions

NaBHT (sodium butylated hydroxytoluene), a hindered and soluble base for the efficient arylation of various base-sensitive amines and (hetero)aryl halides has been found to have an unanticipated role as a hydride donor to reduce (hetero)aryl halides and allylic acetates. Mechanistic studies have uncovered that NaBHT, but not BHT, can deliver multiple hydrides through oxidation of the benzylic methyl group in NaBHT to the aldehyde. Further, performing the reduction with NaBHT-d20 has revealed that the redox-active benzylic position is not the only hydride donor site from NaBHT with one hydride in three coming, presumably, from the tert-butyl groups. The reduction works well under mild conditions and, incredibly, only consumes 20 percent of the NaBHT in the process; the remaining 80 percent can be readily recovered in pure form and reused. This, combined with the low cost of the material in ton-scale quantity, makes it practical and attractive for wider use in industry at scale.

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Pyridazine – Wikipedia,
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Clastogenicity of quinoline derivatives tested by micronucleus induction in vivo in the hepatocytes of partially hepatectomized mice

The induction of micronucleated liver cells (MN-liver cell) was examined with halogenated and hydroxylated quinolines using partially hepatectomized mice. Among the chloroquinolines, 8-chloroquinoline demonstrated a significantly higher level of induction than the control. All the fluorinated derivatives examined, except for 6-fluoroquinoline, induced significantly higher levels, and there were no appreciable differences in MN-liver cell induction among the fluorinated quinolines, regardless of their mutagenic potencies in the Ames test. Of the hydroxylated quinolines examined, 2- and 4-isomers, which are not mutagenic, induced MN-liver cells to the same extent as a mutagenic isomer, 8-hydroxyquinoline. It seems that clastogenicity was not satisfactorily correlated with mutagenicity in the Ames test as far as this class of compounds is concerned.

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Reference£º
Pyridazine – Wikipedia,
Pyridazine | C4H4N2064 – PubChem