Category: 5654-97-7

Related Products of 5654-97-7, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 5654-97-7, name is 1,3-Dihydro-2H-pyrrolo[2,3-b]pyridin-2-one, molecular formula is C7H6N2O, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Monomer 9: 3-Dimethylaminomethylene-7-azaoxindole This monomer was generated in situ (during library synthesis) from 7-azaoxindole and dimethylformamide di-t-butylacetal in DMF.

According to the analysis of related databases, 5654-97-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SmithKline Beecham Corporation; US6369086; (2002); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 5654-97-7, 1,3-Dihydro-2H-pyrrolo[2,3-b]pyridin-2-one, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, 5654-97-7, blongs to pyridine-derivatives compound. Computed Properties of C7H6N2O

To a stirred solution of 7-Azaoxindole 1 (0.5 g ,3.73mmol ) in anhydrous THF(10 ml ) was added «-BuLi (0.47g,7.42 mmol)at -78 C followed by TMEDA(0.865 g, 7.42mmol ). After lh Mel( 0.876 g, 7.42 mmol) was added slowly and mixture was allowed to come up to room temperature. After stirring for lh , saturated aqueous ammonium chloride was added and the crude material was partitioned between water and ethyl acetate. Organic layer was separated, dried over sodium sulphate and concentrated under vacuum. Crude compound was purified by column chromatography by eluting with 40% ethyl acetate in pet ether to get the desired compound 2 (0.1 g)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5654-97-7, its application will become more common.

Reference:
Patent; VITAS PHARMA RESEARCH PRIVATE LIMITED; RANGARAJAN, Radha; KUMAR, Rajinder; PRABHAKAR, B V; CHANDRASEKHAR, P; MALLIKARJUNA, P; BANERJEE, Ankita; WO2013/42035; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 5654-97-7, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 5654-97-7 as follows.

Dried DMSO (6 mL) was heated to 120 C and a solution of 8 (500 mg, 3.7 mmol) and N-bromosuccinimide (690.6 mg, 3.9 mmol) in dry DMSO (2 mL) was added dropwise. The mixture was stirred at 120 C for 30 min, adjusted to pH 5-6 with aqueous NaHCO3 (5%) and extracted with ethyl acetate. The solvent was removed and the residue was purified by column chromatography using ethyl acetate: hexane (3:1) as eluent to afford 9 as a yellow solid (259.2 mg, 1.76 mmol, 65%). 1H NMR (400 MHz, DMSO-d6, delta = 2.49 ppm): 11.6 (s, 1H), 8.38 (dd, 1H, 3JH,H = 3.3 Hz, 4JH,H = 0.9 Hz), 7.87 (dd, 1H, 3JH,H = 5.0 Hz, 4JH,H = 1.1 Hz), 7.01 (dd, 1H, 3JH,H = 4.8 Hz, 4JH,H = 3.5 Hz). 13C-{1H} NMR (150 MHz, DMSO-d6, delta = 39.5 ppm): 183.0, 164.0, 160.0, 155.2, 132.6, 119.0, 112.9. C7H6N2O2. Found: C 56.66, H 2.83, N 18.72; requires: C 56.76, H 2.72, N 18.91.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5654-97-7, its application will become more common.

Reference:
Article; Cheng, Xinlai; Merz, Karl-Heinz; Vatter, Sandra; Christ, Jochen; Woelfl, Stefan; Eisenbrand, Gerhard; Bioorganic and Medicinal Chemistry; vol. 22; 1; (2014); p. 247 – 255;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 5654-97-7 , The common heterocyclic compound, 5654-97-7, name is 1,3-Dihydro-2H-pyrrolo[2,3-b]pyridin-2-one, molecular formula is C7H6N2O, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

EXAMPLE 3 4-{[(2-oxo-1,2-Dihydro-3H-pyrrolo[2,3-b]pyridin-3-ylidene)methyl]amino}benzenesulfonamide Dimethylformamide di-tert-butyl acetal (180 mg, 0.89 mmol) was added to a solution of 1,2-dihydro-3H-pyrrolo[2,3-b]pyridin-2-one (70 mg, 0.52 mmol) in 0.25 ml DMF, and the reaction mixture was slowly warmed to 100 C. The cooled solution was then diluted with 5 ml of ethanol. Sulfanilamide (172 mg, 1.00 mmol) and methanesulfonic acid (60 mg, 0.63 mmol) were added, and the reaction mixture was stirred at reflux for 2 h. The cooled solution was diluted with 4 ml of water, treated with NaHCO3 (70 mg, 0.83 mmol) and stirred 10 min. The resulting solid was filtered, washed with water and ethanol, and then suspended in boiling methanol and filtered upon cooling. Inorganics were removed by filtration through a short silica gel column, eluding with DMF. The resulting solution was diluted with an equal volume of ice water, and the suspension was refrigerated overnight. The solid was isolated by filtration and dried to give 36 mg (21%) of the title compound as a yellow solid: 1H NMR (400 MHz, DMSO-d6) (4:1 ratio of Z:E isomers): delta (Z) 11.07 (s, 1H), 10.76 (d, J=12.4 Hz, 1H), 8.67 (d, J=12.5 Hz, 1H), 7.92 (d, J=5.1 Hz, 1H), 7.84 (d, J=7.3 Hz, 1H), 7.77 (d, J=8.7 Hz, 2H), 7.55 (d, J=8.6 Hz, 2H), 7.25 (s, 2H), 6.93 (dd, J=7.3, 5.1 Hz, 1H); (E) 10.79 (s, 1H), 9.70 (d, J=13.4 Hz, 1H), 8.23 (d, J=7.3 Hz, 1H). ESI-MS m/z 315 (M-H). Anal. Calcd. for C14H12N4O3S. 0.5 H2O: C, 51.68; H, 4.03; N, 17.03. Found: C, 51.75; H, 3.95; N, 17.26.

The synthetic route of 5654-97-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SmithKline Beecham Corporation; US6624171; (2003); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem