Month: April 2022

In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Pyrazine derivatives. I. 2-Hydroxy-3,6-dimethylpyrazine, published in 1947, which mentions a compound: 3400-55-3, Name is 2-Bromopriopionaldehydediethylacetal, Molecular C7H15BrO2, Reference of 2-Bromopriopionaldehydediethylacetal.

An examination of the methods for the synthesis of 2-hydroxypyrazines was undertaken with the object of synthesizing deoxyaspergillic acid (Part II). MeCH(NH2)CHO.HCl is a resinlike salt which could not be condensed with MeCHBrCOBr. MeCHBrCHO yields 63-4% MeCHBrCH(OEt)2 (I), b14 63-4°. I (70 g.) and 134 g. NH3 in 500 g. absolute EtOH, heated 7.5 h. at 125-30°, give 39% MeCH(NH2)CH(OEt)2 (II), b21 66°. II (7.45 g.) and 5.1 g. 4-methylmorpholine in 50 cc. CHCl3 at 0°, treated dropwise (30 min.) with 10.8 g. MeCHBrCOBr in 50 cc. CHCl3, with stirring for an addnl. hr. (during which the reaction mixture warmed to room temperature), give 11 g. α-(α-bromopropionylamino) propionaldehyde di-Et acetal, m. 56.5-7°; this could not be hydrolyzed to the aldehyde and could not be converted directly to 2-hydroxy-3,6-dimethylpyrazine (III). II (18 g.) in 10 cc. H2O, treated successively at 0° with 80 cc. concentrated HCl and 30 cc. EtSH, the mixture kept 24 h. at room temperature, poured into 200 cc. 40% NaOH and 500 g. ice, and the oil extracted with CHCl3, gives 73% α-aminopropionaldehyde di-Et mercaptal (IV), b3 105° (picrate, m. 153-4°). IV (19.5 g.), 15 g. butylpiperidine, and 50 cc. CHCl3 at 0°, treated dropwise with 25 g. MeCHBrCOBr in 50 cc. CHCl3, give 31 g. (crude) α-(α-bromopropionylamino) propionaldehyde di-Et mercaptal (V), m. 47-8°, slowly decompose on standing in air. V (3.14 g.) and 10 g. CdCO3 in 50 cc. EtOH and 10 cc. H2O, stirred 24 h. with 5.6 g. HgCl2 in 50 cc. EtOH, the filtrate saturated with NH3 at 0°, allowed to stand 48 h., the filtrate evaporated to dryness, and extracted with C6H6, give 250 mg. III, m. 210-11° (picrate, m. 181-5°). 2-Amino-3,6-dimethylpyrazine (20% yield) with NaNO2 in N HCl gives 60% III. 2-Aminopyrazine yields 30% 2-hydroxypyrazine, m. 187-8° [the brilliant yellow color observed by Weijland, et al. (C.A. 39, 3001.2) must be due to an impurity].

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The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: (S)-Methyl 3-hydroxybutanoate( cas:53562-86-0 ) is researched.COA of Formula: C5H10O3.Young, C. S.; Ward, O. P. published the article 《Studies of the reductive biotransformation of selected carbonyl compounds by whole cells and extracts of Baker’s yeast, Saccharomyces cerevisiae》 about this compound( cas:53562-86-0 ) in Biotechnology and Bioengineering. Keywords: carbonyl compound reduction bakers yeast; Saccharomyces citronellal benzoylformate acetoacetate reduction. Let’s learn more about this compound (cas:53562-86-0).

The progress of reductive biotransformations of a variety of carbonyl compounds by whole cells of baker’s yeast was monitored with time. Biotransformation rates ranged from 0.11 to 112.12 mg product formed per g dry yeast per h. While rapid biotransformations of citronellal and Et benzoylformate were observed, complete conversion of substrate to product did not occur. Reductive conversions of ethyl- and methyl-acetoacetate went to completion in 6 and 12 h resp. Et mandelate was produced stereoselectively, favoring the (R)-stereoisomer and ethyl- and methyl-3-hydroxybutyrate were produced with (S)-enantiospecificity. Yeast crude extract and resuspended pellet fractions converted citronellal to citronellol in the presence of NAD(P)H. Et benzoylformate and methyl- and ethyl-acetoacetate were preferentially reduced by yeast crude extract as compared to resuspended pellet and, in the case of the former two substrates, the reaction manifested a preference for NADPH over NADH.

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Product Details of 53562-86-0. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: (S)-Methyl 3-hydroxybutanoate, is researched, Molecular C5H10O3, CAS is 53562-86-0, about Chiral biphenyl diphosphines for asymmetric catalysis: stereoelectronic design and industrial perspectives. Author is Jeulin, Severine; De Paule, Sebastien Duprat; Ratovelomanana-Vidal, Virginie; Genet, Jean-Pierre; Champion, Nicolas; Dellis, Philippe.

Both enantiomers of the chiral diphosphines I (SYNPHOS) and II (DIFLUORPHOS) are prepared on multigram scales; the electronic and steric characteristics of I and II and of rhodium complexes derived from them are determined, compared with previous diphosphine catalysts, and correlated with their activities and enantioselectivities in the hydrogenation of ketones and olefins. I and II are prepared in five steps from 6-bromo-2,3-dihydro-1,4-benzodioxane and 5-bromo-2,2-difluorobenzodioxole, resp.; lithium-metal exchange and addition to a phosphoryl or phosphinyl chloride followed by oxidation to yield phosphine oxides, regioselective lithiation and iodination, Ullman coupling of the aryl iodides, resolution (either by acid-base resolution with di-O-benzoyl-tartaric acid or by chiral HPLC), and reduction of the phosphine oxides yields I and II in 38% and 33% overall yield, resp. The bite angles of I and II are compared to those of other common diphosphine ligands such as BINAP and MeO-BIPHEP. The structure of diastereomeric chlorohydridoruthenium complexes of (S)-II with Me acetoacetate is determined The C-O stretching frequencies of chloro(carbonyl)rhodium diphosphine complexes containing I, II, BINAP, and MeO-BIPHEP are determined as a measure of the electronic demands of the diphosphine ligands. β-Keto ester, α-keto ester, 1,3-diketone, ketone, and olefin substrates are hydrogenated in the presence of nonracemic I, II, BINAP, and MeO-BIPHEP and bis(η3-methallyl)(η4-1,5-cyclooctadienyl)ruthenium; the enantioselectivities are correlated with the steric and electronic properties of the ligands. The stereoelectronic features of the ligand and the substrate deeply influence the enantioselectivities obtained in asym. hydrogenation; whereas the steric and electronic factors for I (as in other diphosphines) correlate well, the bite angle of II does not correlate to its electronic effects in asym. hydrogenation reactions, leading to complementary hydrogenation selectivities for ligands I and II.

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The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: (S)-Methyl 3-hydroxybutanoate, is researched, Molecular C5H10O3, CAS is 53562-86-0, about Studies of the effects of the modification conditions on the hydrogenation rate for the enantio-differentiating hydrogenation of methyl acetoacetate over a tartaric acid-NaBr-modified nickel catalyst, the main research direction is nickel tartaric acid sodium bromide catalyst enantioselectivity hydrogenation acetoacetate.SDS of cas: 53562-86-0.

The effects of modification conditions on the hydrogenation rate and the enantio-differentiating ability (e.d.a.) for hydrogenation of Me acetoacetate were studied, of (R,R)-tartaric acid-NaBr-in-situ-modified Ni catalyst. Tartaric acid treatment led to increased hydrogenation rate, irresp. of the presence of auxiliary modifier, NaBr. In the presence of tartaric acid, NaBr has two roles, i.e., Na+ activates the enantio-differentiating sites through interaction with tartaric acid, and Br- deactivates both the enantio-differentiating sites and non-enantio-differentiating sites. The e.d.a. and the hydrogenation rate are determined by the combination of these effects of Na+ and Br-.

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Electric Literature of C5H13NO. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: (S)-1-(Dimethylamino)propan-2-ol, is researched, Molecular C5H13NO, CAS is 53636-17-2, about Discovery of (R)-5-((5-(1-methyl-1H-pyrazol-4-yl)-4-(methylamino)pyrimidin-2-yl)amino)-3-(piperidin-3-yloxy)picolinonitrile, a novel CHK1 inhibitor for hematologic malignancies. Author is Tong, Lexian; Song, Pinrao; Jiang, Kailong; Xu, Lei; Jin, Tingting; Wang, Peipei; Hu, Xiaobei; Fang, Sui; Gao, Anhui; Zhou, Yubo; Liu, Tao; Li, Jia; Hu, Yongzhou.

Through virtual screening, we identified the lead compound MCL1020, which exhibited modest CHK1 inhibitory activity. Then a series of 5-(pyrimidin-2-ylamino)picolinonitrile derivatives as CHK1 inhibitors were discovered by further rational optimization. One promising mol., I, whose potency was one of the best, had an IC50 of 0.4 nM with remarkable selectivity (>4300-fold CHK1 vs. CHK2). Compound I effectively inhibited the growth of malignant hematopathy cell lines especially Z-138 (IC50: 0.013 μM) and displayed low affinity for hERG (IC50 > 40 μM). Moreover, I significantly suppressed the tumor growth in Z-138 cell inoculated xenograft model (20 mg/kg I.V., TGI = 90.29%) as a single agent with body weight unaffected. Taken together, our data demonstrated compound I could be a promising drug candidate for the treatment of hematol. malignancies.

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Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: 2-Bromopriopionaldehydediethylacetal, is researched, Molecular C7H15BrO2, CAS is 3400-55-3, about Favored formation of an O-glycoside during ribosidation of 5-methyl-2-(methylthio)-7H-pyrrolo[2,3-d]pyrimidin-4(3H)-one.Formula: C7H15BrO2.

Condensing (±)-(EtO)2CHMeCHCH(CN)CO2Et and thiourea gave pyrimidine I. Alkylating I at 2-SH group with Me2SO4 followed by ring closure gave pyrrolo[2,3-d] pyrimidine II (R = Me, R1 = H) (III). Silylating III and then treating with 2,3,5-tri-O-acetyl-1-bromo-D-ribofuranose in the presence of Hg(II) salts gave nucleoside IV (R = Ac), not the N-7-glycoside from ribosidation of 2-(methylthio)-7H-pyrrolo[2,3-d]pyrimidin-4(3H)-one. Hydrolysis of IV (R = Ac) under mild conditions gave IV (R = H), which had a UV spectrum similar to II (R = R1 = Me) down to pH 2. At a lower pH hydrolysis of the glycosidic bond occurs.

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Wu, Dan; Hao, Wen-Juan; Rao, Qian; Lu, Yi; Tu, Shu-Jiang; Jiang, Bo published an article about the compound: 1-(Bromomethyl)-4-iodobenzene( cas:16004-15-2,SMILESS:IC1=CC=C(CBr)C=C1 ).SDS of cas: 16004-15-2. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:16004-15-2) through the article.

A new and general photocatalytic Kharasch-type addition/1,5-(SN”)-substitution cascade of 1,7-diynes with alkyl halides such as BrCCl3 and CBr4 was reported for the first time, and used to produce 65 hitherto unreported β-gem-dihalovinyl ketones/aldehydes with moderate to excellent yields in a highly regioselective manner. This reaction tolerates a wide scope of substrates, which offers a green and efficient entry to fabricate synthetically important β-gem-dihalovinyl carbonyl scaffolds. Notably, the late-stage application of these resulting β-gem-dihalovinyl carbonyls shows high and unique reactivity profiles and demonstrates the versatility of their derivatization. Thus, e.g., treatment of diyne I with CBrCl3 under blue irradiation in presence of fac-Ir(ppy)3 and NaOAc base in EtOH afforded II (80%).

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So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Donzel, Maxime; Elhabiri, Mourad; Davioud-Charvet, Elisabeth researched the compound: 1-(Bromomethyl)-4-iodobenzene( cas:16004-15-2 ).SDS of cas: 16004-15-2.They published the article 《Bioinspired Photoredox Benzylation of Quinones》 about this compound( cas:16004-15-2 ) in Journal of Organic Chemistry. Keywords: benzylmenadione preparation; naphthoquinone bioinspired photoredox benzylation iron catalyst. We’ll tell you more about this compound (cas:16004-15-2).

3-Benzylmenadiones were obtained in good yield by using a blue-light-induced photoredox process in the presence of Fe(III), oxygen, and γ-terpinene acting as a hydrogen-atom transfer agent. This methodol. is compatible with a wide variety of diversely substituted 1,4-naphthoquinones as well as various cheap, readily available benzyl bromides with excellent functional group tolerance. The benzylation mechanism was investigated and supports a three-step radical cascade with the key involvement of the photogenerated superoxide anion radical.

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COA of Formula: C7H6BrI. So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic. Compound: 1-(Bromomethyl)-4-iodobenzene, is researched, Molecular C7H6BrI, CAS is 16004-15-2, about Multicomponent click reaction catalyzed by organic surfactant-free copper sulfide (sf-CuS) nano/micro flowers.

The copper sulfide (sf-CuS) nano/micro particles without having organic surfactant mols. as the capping agent is synthesized. These particles with a flower-like architecture (micro flowers, mf) were obtained readily under the supersaturated condition at room temperature In these particles, the surface was freely available for adsorption and desorption reactions. When utilized as a catalyst in multicomponent cycloaddition reactions, the sf-CuS mf exhibited excellent catalytic activity compared with some other nanoparticles with surfactants. This sf-CuS mf catalyzed the one-pot synthesis of 1,2,3-triazole and β-hydroxy-1,2,3-triazole effectively from a variety of benzyl bromide derivatives and epoxides resp. Both these reactions proceeded in the presence of azide and phenylacetylene in the water at room temperature The catalyst was reusable, and there was no catalyst leaching observed during reactions. Synthesis of β-hydroxy triazoles and 1,2,3-triazoles under exceptionally mild conditions with high yields proved the sf-CuS mf as the robust and recyclable catalyst.

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Related Products of 599183-36-5. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 3-Iodo-1H-indazol-5-amine, is researched, Molecular C7H6IN3, CAS is 599183-36-5, about Identification of 3-sulfonylindazole derivatives as potent and selective 5-HT6 antagonists. Author is Liu, Kevin G.; Robichaud, Albert J.; Greenfield, Alexander A.; Lo, Jennifer R.; Grosanu, Cristina; Mattes, James F.; Cai, Yanxuan; Zhang, Guo Ming; Zhang, Jean Y.; Kowal, Dianne M.; Smith, Deborah L.; Di, Li; Kerns, Edward H.; Schechter, Lee E.; Comery, Thomas A..

As part of our efforts to develop agents for cognitive enhancement, we have been focused on the 5-HT6 receptor in order to identify potent and selective ligands for this purpose. Herein we report the identification of a novel series of 3-sulfonylindazole derivatives with acyclic amino side chains as potent and selective 5-HT6 antagonists. The synthesis and detailed SAR of this class of compounds are reported.

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