7377-75-5

Upstream product

• 922-67-8 propynoic acid methyl ester 
• 62-53-3 aniline 
• 265093-28-5 2-Methoxycarbonyl-2-dimethylphenylsilyl-1-phenylaziridine 
• 292638-85-8 acrylic acid methyl ester 

Downstream Products

• 251986-51-3 4-methoxycarbonyl-1-phenyl-1H-pyrrole-2,3-dione 
• 1262150-49-1 3-(methoxycarbonyl)-2-[(methoxycarbonyl)methyl]-1,2-dihydroquinoline 
• 1262150-50-4 4-methoxy-3-(methoxycarbonyl)-2-[(methoxycarbonyl)methyl]-1,2,3,4-tetrahydroquinoline 
• 1332363-22-0 C₁₅H₁₅NO₄ 
• 1262150-51-5 3,5-di(methoxycarbonyl)-4-[(methoxycarbonyl)methyl]-1-phenyl-1,4-dihydropyridine 
• 263388-22-3 methyl (2E,4Z)-4-(methoxycarbonyl)-5-(phenylamino)penta-2,4-dienoate 
• 1312204-69-5 C₂₁H₁₉N₃O₂ 
• 1312205-03-0 C₂₀H₁₈ClN₃O₃ 
• 1312205-04-1 C₂₀H₁₈N₄O₅ 
• 1415507-27-5 (Z)-methyl 2-((1H-indol-3-yl)(p-methoxyphenyl)methyl)-3-phenylaminoacrylate 
• 1415507-28-6 (Z)-methyl 2-((1H-indol-3-yl)(p-methylphenyl)methyl)-3-phenylaminoacrylate 
• 5315-72-0 methyl 1-phenyl-1H-1,2,3-triazole-5-carboxylate 

Relevant academic research and scientific papers

Povarov reaction of β-enamino esters and isatin-3-imines for diastereoselective synthesis of spiro[indoline-3,2′-quinolines]

The p-toluenesulfonic acid catalyzed Povarov reaction of isatin-3-imines with β-enamino esters, which were generated in situ from the reaction of arylamines and methyl propiolate in ethanol, afforded the polysubstituted spiro[indoline-3,2′-quinolines] in

Intermediate for preparing tadalafil impurity G, and preparation method and applications thereof

The invention discloses an intermediate for preparing tadalafil impurity G, and a preparation method and applications of the intermediate. The intermediate is a compound 6, and the preparation methodcomprises the following steps: S11, reacting a compound 3 with dimethyl malonate to obtain a compound 4; S12, carrying out bromination reaction on the compound 4 to obtain a compound 5; and S13, reacting the compound 5 with benzyl bromide in the presence of an alkali reagent to obtain the compound 6. The intermediate compound 6 disclosed by the invention has an important influence on the preparation of impurity G; the preparation route of the compound 6 is simple and convenient, the aftertreatment of each step of reaction is simple, the conversion rate of the reaction is high, except that theyield of the compound 4 is about 80%, the yield of other reactions is higher than 90%, and the purity of a product of each step of reaction is high and is higher than 96%. In addition, the starting materials adopted in the preparation method are cheap and easy to obtain, no expensive materials and reagents are needed in the whole preparation process, preparation of the impurity G is quite facilitated, and the preparation method is suitable for large-scale production and preparation in factories.

Preparation method of tadalafil impurity G (by machine translation)

The preparation method G of the compound. compound :S1. compound 6 and the reagent, has the advantages that 7;S2. compound 7 reacts with ammoniation reagents and split Pictet - Spengler to give compound, compounds 8;S3. through 8 reaction, and compound 9;S4. compound 9 obtained through acylation reaction, is obtained through acylation reaction of Compound No. 10, with methotreonaldehyde, to obtain compound G; and the preparation method disclosed by the invention is cheap and easy to obtain impurities 6, in whole preparation. 7, The preparation method disclosed by the invention is very cheap and easy to obtain 8, 9, The preparation method disclosed by the invention is cheap and easy to obtain a finished product 10 with high G yield. The whole preparation method is simple, The, preparation method disclosed by the invention is very cheap and easily available, in the whole preparation process shown in the following general ; The preparation method, 95% is, simple 80%, experiment conditions . obtained by acylation reaction of Compound,containing Compound . The preparation method disclosed by the invention is shown below. (by machine translation)

Three-Component Synthesis of Quinolines Based on Radical Cascade Visible-Light Photoredox Catalysis

Synthesis of highly substituted quinolines has been developed based on three-component radical cascade based on visible-light photoredox catalysis. This tandem coupling reaction has been coordinated to proceed with high chemoselectivity based on the differential electronic properties of coupling partners. Subjection of electron-rich β-aminoacrylates with electron-deficient halides and alkenes to the optimized conditions leads to the formation of quinolines in good yields after in situ oxidation of tetrahydroquinolines. Detailed mechanistic studies which reveal an unexpected reaction pathway is described. (Figure presented.).

TBAI or KI-Promoted Oxidative Coupling of Enamines and N-Tosylhydrazine: An Unconventional Method toward 1,5- and 1,4,5-Substituted 1,2,3-Triazoles

A novel method for the synthesis of 1,5- and 1,4,5-substituted 1,2,3-triazoles has been reported. This approach is promoted by iodine-TBHP oxidation system using enamines and N-tosylhydrazine as materials, which avoid the dependence of traditional methods on azides and transition metals. Through this approach, various 1,5- and 1,4,5-substituted 1,2,3-triazoles were delivered in moderate to high yields. The mechanistic study indicated that an amino exchange would be involved in the reaction process. Moreover, the product methyl 1-(2-methoxyphenyl)-4-methyl-1H-1,2,3-triazole-5-carboxylate is a useful precursor to anti-influenza A agent, and further application research was conducted. (Figure presented.).

A facile one-pot domino reaction for the stereoselective synthesis of acryl derivatives promoted by Ca(OTf)2

A facile one-pot domino reaction for the stereoselective synthesis of acryl derivatives has been reported using alkaline earth catalyst [Ca(OTf)2]. Initially aryl amine reacts with ethyl propiolate to form β-enamino ester which further reacts w

Domino reaction of arylamine, methyl propiolate, aromatic aldehyde, and indole for facile synthesis of functionalized indol-3-yl acrylates

In the presence of FeCl3 as catalyst the one-pot domino reactions of arylamines, methyl propiolate, aromatic aldehydes, and indole in ethanol at room temperature proceeded smoothly to give methyl 2-(1H-indol-3-yl)arylmethyl-3-arylamino)acrylate

Synthesis of functionalized 2-aminohydropyridines and 2-pyridinones via domino reactions of arylamines, methyl propiolate, aromatic aldehydes, and substituted acetonitriles

An efficient and practical synthetic method for the functionalized 2-amino hydropyridines and 2-pyridinones was successfully developed via the domino reactions of arylamines, methyl propiolate, aromatic aldehydes and the substituted acetonitriles with tri

Ring opening reactions of 2-trialkylsilylaziridines

2-Trialkytsilylaziridines do not readily undergo nucleophilic ring opening without electrophilic assistance. In the presence of strong acids protonation at the nitrogen is followed by nucleophitic attack α to the silicon. With non-nucleophilic counterions, the protonated aziridine can be obtained. N-Alkylation gives the aziridinium salt, which also undergoes α-cleavage. However, the presence of a 3-phenyl substituent gives a stable aziridinium salt that undergoes nucleophilic attack β to the silicon. Reaction of 2-trialkylsilylaziridines with trialkylsilyl halides usually leads to α-cleavage, however, desilylation to give the enamine is also observed. Fluorodesilylation of the 2-trialkylsilylaziridine is not straightforward and only occurred readily when a 2-ethoxycarbonyl group was present. Fluorodesilylation followed by attack on a carbonyl was only observed when very dry samples of fluoride ions were employed.

A synthesis of 4-quinolone-3-carboxylic acids via pyrolysis of N- aryldioxopyrrolines

A synthesis of 4-quinolone-3-carboxylic acids (8) was achieved by pyrolysis of 4,5-dimethoxycarbonyl-1-aryl-1H-pyrrole-2,3-diones (3) followed by selective demethoxycarbonylation of the resulting 2,3-dimethoxycarbonyl-4- quinolones (4) in excellent overall yields.