Category: 7661-33-8

Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 7661-33-8, is researched, SMILESS is O=C1N(C2=CC=C(Cl)C=C2)CCC1, Molecular C10H10ClNOJournal, European Journal of Organic Chemistry called Synthetic Exploration of α-Diazo γ-Butyrolactams, Author is Zhukovsky, Daniil; Dar’in, Dmitry; Kantin, Grigory; Krasavin, Mikhail, the main research direction is diazobutyrolactam pyrrolinone preparation; alc oxalylation hydride shift dimerization oxygen hydrogen insertion.Recommanded Product: 1-(4-Chlorophenyl)pyrrolidin-2-one.

Diazo transfer reaction onto γ-butyrolactams (activated by α-ethyloxalylation) gave rare α-diazo-γ-butyrolactams. Decomposition of the latter by Rh2(OAc)4 in the presence of alcs. and water gave products of O-H insertion of the resp. metal-cabene species. Silver triflate (1 mol%) was found to convert the investigated γ-butyrolactams into 1,5-dihydro-2H-pyrrol-2-ones which represent versatile building blocks. Particular instability was noted for α-diazo γ-butyrolactams bearing alkyl or o-substituted aryl substituents on the nitrogen atom. These were found to dimerize in solution or upon storage at room temperature to give fully conjugated bis-hydrazones along with the loss of a nitrogen mol.

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Lv, Xin; Bao, Weiliang published an article about the compound: 1-(4-Chlorophenyl)pyrrolidin-2-one( cas:7661-33-8,SMILESS:O=C1N(C2=CC=C(Cl)C=C2)CCC1 ).Application In Synthesis of 1-(4-Chlorophenyl)pyrrolidin-2-one. 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:7661-33-8) through the article.

Employing Et 2-oxocyclohexanecarboxylate as a novel, efficient, and versatile ligand, the copper-catalyzed coupling reactions of various N/O/S nucleophilic reagents with aryl halides could be successfully carried out under mild conditions. A variety of products including N-arylamides, N-arylimidazoles, aryl ethers, and aryl thioethers were synthesized in good to excellent yields.

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Name: 1-(4-Chlorophenyl)pyrrolidin-2-one. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: 1-(4-Chlorophenyl)pyrrolidin-2-one, is researched, Molecular C10H10ClNO, CAS is 7661-33-8, about Late-stage oxidative C(sp3)-H methylation. Author is Feng, Kaibo; Quevedo, Raundi E.; Kohrt, Jeffrey T.; Oderinde, Martins S.; Reilly, Usa; White, M. Christina.

Frequently referred to as the ‘magic Me effect’, the installation of Me groups-especially adjacent (α) to heteroatoms-has been shown to dramatically increase the potency of biol. active mols.1-3. However, existing methylation methods show limited scope and have not been demonstrated in complex settings1. Here, we report a regioselective and chemoselective oxidative C(sp3)-H methylation method that is compatible with late-stage functionalization of drug scaffolds and natural products. This combines a highly site-selective and chemoselective C-H hydroxylation with a mild, functional-group-tolerant methylation. Using a small-mol. manganese catalyst, Mn(CF3PDP), at low loading (at a substrate/catalyst ratio of 200) affords targeted C-H hydroxylation on heterocyclic cores, while preserving electron-neutral and electron-rich aryls. Fluorine- or Lewis-acid-assisted formation of reactive iminium or oxonium intermediates enables the use of a mildly nucleophilic organoaluminum methylating reagent that preserves other electrophilic functionalities on the substrate. We show this late-stage C(sp3)-H methylation on 41 substrates housing 16 different medicinally important cores that include electron-rich aryls, heterocycles, carbonyls and amines. Eighteen pharmacol. relevant mols. with competing sites, including drugs (for example, tedizolid) and natural products, are methylated site-selectively at the most electron rich, least sterically hindered position. We demonstrate the syntheses of two magic Me substrates, an inverse agonist for the nuclear receptor RORc and an antagonist of the sphingosine-1-phosphate receptor-1, via late-stage methylation from the drug or its advanced precursor. We also show a remote methylation of the B-ring carbocycle of an abiraterone analog. The ability to methylate such complex mols. at late stages will reduce synthetic effort and thereby expedite broader exploration of the magic Me effect in pursuit of new small-mol. therapeutics and chem. probes.

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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《On cyclic intermediates in substitution reactions. VII. The alkaline solvolysis of some N-aryl-4-bromobutanamides》. Authors are Heine, Harold W.; Love, Peter; Bove, John L..The article about the compound:1-(4-Chlorophenyl)pyrrolidin-2-onecas:7661-33-8,SMILESS:O=C1N(C2=CC=C(Cl)C=C2)CCC1).Category: alcohols-buliding-blocks. Through the article, more information about this compound (cas:7661-33-8) is conveyed.

cf. C.A. 49, 1556b. The rates of the solvolysis of 3 N-aryl-4-bromobutanamides have been studied in MeOH. The rates of the reaction as determined by the measurement of the release of bromide ion are 1st order with respect to MeO-. The reaction products are the corresponding pyrrolidones. These results are discussed in terms of a mechanism involving the formation and conversion of a bromoamido ion to a pyrrolidone. SOCl2 (20 cc.) added dropwise to 37.1 g. Br(CH2)3CO2H, the mixture held 2 days at room temperature, the excess SOCl2 removed in vacuo, and the residue distilled gave a distillate, b31 88-90°, nD201.4899; a 37.1-g. sample of the distillate added dropwise with stirring to 37.2 g. PhNH2 in 500 cc. CHCl3, the mixture stirred 15 min., the precipitate filtered and washed with CHCl3, the combined filtrate and washing concentrated in vacuo, and the crude residue dissolved in ligroine, b. 65-110°, cooled, and then chilled to -78° gave 38% Br(CH2)3CONHPH (I), m. 75-6°. In the same manner except with a reaction time of 4 hrs. was prepared the p-Me derivative (II) of I, m. 90-1° (from petr. ether), in 63.2% yield. The p-Cl derivative (III) of I, m. 100-1° (from petr. ether), was prepared with a reaction time of 2 hrs. in 69.2% yield. A solution (100 cc.) 0.05M in NaOMe and 0.05M in III kept at 22.9° until all bromide ion had been released, the MeOH evaporated in vacuo, the residue washed with H2O, and the residue dried at 50° and recrystallized from petr. ether (b. 30-60°) gave 0.940 g. 1-(p-chlorophenyl)pyrrolidone (IV), m. 95-7°. The average rate constants of the alk. solvolyses determined at 22.90° were: III 5.65, I 1.80, and II 1.03 × 10 l./min./mole.

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Safety of 1-(4-Chlorophenyl)pyrrolidin-2-one. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: 1-(4-Chlorophenyl)pyrrolidin-2-one, is researched, Molecular C10H10ClNO, CAS is 7661-33-8, about Selective cleavage and reconstruction of C-N/C-C bonds in saturated cyclic amines: tunable synthesis of lactams and functionalized acyclic amines. Author is He, Yan; Yang, Jintao; Zhang, Xinying; Fan, Xuesen.

Selective cleavage and functionalization of C-N/C-C bonds in saturated cyclic amines under the promotion of oxoammonium salt and tert-Bu hydroperoxide in the presence of different additives was developed. To be specific, cascade cleavage and reconstruction of C-N and C-C bonds took place under acidic conditions to provide pyrrolidin-2-ones. Under basic conditions, on the other hand, selective cleavage and functionalization of C-C bonds occurred to afford multi-functionalized acyclic N-formal amines. In addition, studies for revealing the intriguing reaction mechanisms was also been performed.

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The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 1-(4-Chlorophenyl)pyrrolidin-2-one, is researched, Molecular C10H10ClNO, CAS is 7661-33-8, about Room Temperature Cu-Catalyzed N-Arylation of Oxazolidinones and Amides with (Hetero)Aryl Iodides, the main research direction is aryl oxazolidinone preparation arylamide copper catalyst; oxazolidinone amide heteroaryl iodide arylation.HPLC of Formula: 7661-33-8.

N,N′-Bis(pyridin-2-ylmethyl)oxalamide (BPMO) was found to be an apposite promoter for the Cu-catalyzed N-arylation of oxazolidinones and primary and secondary amides with (hetero)aryl iodides at room temperature Excellent chemoselectivity reached between aryl iodides and aryl bromides, and a wide range of functional groups tolerated the reaction conditions, which led to the formation of greatly diverse N-arylation products.

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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.Donnier-Marechal, Marion; Carato, Pascal; Larchanche, Paul-Emmanuel; Ravez, Severine; Boulahjar, Rajaa; Barczyk, Amelie; Oxombre, Benedicte; Vermersch, Patrick; Melnyk, Patricia researched the compound: 1-(4-Chlorophenyl)pyrrolidin-2-one( cas:7661-33-8 ).Synthetic Route of C10H10ClNO.They published the article 《Synthesis and pharmacological evaluation of benzamide derivatives as potent and selective sigma-1 protein ligands》 about this compound( cas:7661-33-8 ) in European Journal of Medicinal Chemistry. Keywords: aminoalkyl benzamide preparation sigma protein cytotoxicity human docking SAR; benzyl methyl propanamine preparation sigma protein safety human SAR; Benzamide; CNS; Sigma protein. We’ll tell you more about this compound (cas:7661-33-8).

A series of novel N-(aminoalkyl)benzamide derivatives such as I [m = 2, 3; R1 = Me; R2 = Bn, (CH2)2C6H4; R1R2 = (CH2)4, (CH2)2O(CH2)2, (CH2)2NMe(CH2)2, etc.; R3 = H, 4-n-Bu, 4-Cl, etc.] and N-benzyl-N-methyl-propan-1-amine derivatives II [X = CH2NH, SO2NH, NHC(O)] was designed, synthesized and pharmacol. evaluated. In vitro competition binding assays against sigma proteins (sigma-1 S1R and sigma-2 S2R) revealed that most of them conferred S2R/S1R selectivity toward without cytotoxic effects on SY5Y cells, especially with compounds I [m = 2, 3; R1 = Me; R2 = Bn]. Some selected compounds were also evaluated for their agonist and antagonist activities on a panel of 40 receptors and results showed the importance of the nature and the position with halogeno atom on the benzamide scaffold, the length chain and also the contribution of the hydrophobic part on the amine group. Among them, compounds I [m = 2, 3; R1 = Me; R2 = Bn; R3 = 4-Cl, 4-CN, 4-NO2] showed excellent affinity for S1R (Ki = 1.2-3.6 nM), selectivity for S2R (Ki up to 1400 nM) and high selectivity index (IC50(SY5Y)/Ki(S1R) ratio from 28/000 to 83/000). Furthermore, these compounds I and II presented an excellent safety profile over 40 other receptors.

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The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 1-(4-Chlorophenyl)pyrrolidin-2-one, is researched, Molecular C10H10ClNO, CAS is 7661-33-8, about Carbon-13, nitrogen-15m, and oxygen-17 NMR chemical shifts of substituted 1-phenyl-2-pyrrolidinones, the main research direction is NMR phenylpyrrolidinone derivative.Name: 1-(4-Chlorophenyl)pyrrolidin-2-one.

The C-13 and N-15 NMR chem. shifts and the direct C-proton coupling constants of 1-phenyl-2-pyrrolidinone and its 2′-Me,3′-Me,4′-Me,2′-chloro,3′-chloro,4′-chloro,3′-methoxy,4′-methoxy and 4′-nitro derivatives were measured in di-Me sulfoxidde. The O-17 NMR chem. shifts of some of the compounds were determined in acetone. The effect of substituents on the chem. shifts of carbonyl carbons correlates well with the Hammett substituent parameters and the N chem. shifts seem to follow a similar trend. The variation of the O chem. shift due to the substituents is small. The chem. shifts of aromatic carbons can mainly be derived using the substituent parameters of benzene, some deviation probably due to steric effects is observable, however.

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Kukalenko, S. S.; Gracheva, N. A. published the article 《New synthesis of N-aryl- and N-alkylpyrrolidones, and some of their properties》. Keywords: aryl pyrrolidinones.They researched the compound: 1-(4-Chlorophenyl)pyrrolidin-2-one( cas:7661-33-8 ).Reference of 1-(4-Chlorophenyl)pyrrolidin-2-one. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:7661-33-8) here.

N-Aryl pyrrolidinones (I) [R = 2,3-Me2C6H3, 2-ClC6H4, 4-ClC6H4, 3,4-Cl2C6H3, 4-BrC6H4, and 2,4-(MeO)BrC6H3] were prepared with 85-98% yield by heating equimolar amounts of γ-butyrolactone (II) and hydrochlorides of primary aromatic amines at 60-210° for 4-20 hr. The reaction of II with hydrochlorides of aliphatic amines proceeds with difficulty and the yield of the corresponding N-alkyl pyrrolidinones is 20-33%. All the pyrrolidinones are active fungicides.

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The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: 1-(4-Chlorophenyl)pyrrolidin-2-one(SMILESS: O=C1N(C2=CC=C(Cl)C=C2)CCC1,cas:7661-33-8) is researched.Name: (S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one. The article 《Amidation of Aryl Chlorides Using a Microwave-Assisted, Copper-Catalyzed Concurrent Tandem Catalytic Methodology》 in relation to this compound, is published in Organometallics. Let’s take a look at the latest research on this compound (cas:7661-33-8).

A copper iodide-catalyzed concurrent tandem catalytic (CTC) methodol. has been developed for the amidation of aryl chlorides where the aryl chloride is first converted to an aryl iodide via halogen exchange and the aryl iodide is subsequently transformed into the N-aryl secondary or tertiary amide. A variety of aryl chlorides were converted to aryl amides in up to 85% isolated yield using 20 mol% CuI, 60 mol% N,N’-cyclohexane-1,2-diamine, 2.2 equiv of K2CO3, and 1.05-1.5 equiv of amide in acetonitrile at 200° after 0.75-1 h. The same copper/ligand system served as multifunctional catalyst for both steps of the concurrent catalytic process with iodide present in substoichiometric amounts Mechanistic studies are consistent with CTC amidation occurring via a nonradical mechanism. Kinetic modeling was conducted to investigate the effect of competitive direct amidation of an aryl chloride or aryl bromide on the formation of product over time during a CTC amidation reaction.

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