Category: 55052-27-2

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 55052-27-2, name is 6-Chloro-1H-pyrrolo[2,3-b]pyridine, the common compound, a new synthetic route is introduced below. Recommanded Product: 6-Chloro-1H-pyrrolo[2,3-b]pyridine

a) 6-Chloro-7-aza-3,3-dibromooxindole 6-Chloro-7-azaindole was prepared according to the procedure of Minakata et al; Synthesis, 1992, 661-663.. To a stirred solution of 1.32 g (8.7 mmol) of 6-chloro-7-azaindole in tert-butanol (80 ML) was added 9.9 g (28 mmol) of 90% pyridine hydrobromide perbromide resulting in a thick yellow precipitate forming immediately.. The reaction was concentrated and the crude chromatographed on silica gel eluding with hexane to 90% hexane/10% EtOAc gradient to give 2.36 g of the title compound as a white solid, containing about 30% of 5-bromo-6-chloro-7-aza-3,3-dibromooxindole as an inseparable impurity. 1H NMR (CDCl3) delta 7.16 (d, J=8.0 Hz, 1H), 7.81 (d, J=8.0 Hz, 1H), 9.0 (bs, 1H).. (5-Bromo-6-chloro-7-aza-3,3-dibromooxindole, 8.05 (s, 1H), 9.0 (bs, 1H).

The synthetic route of 55052-27-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Glaxo Wellcome Inc.; US6350747; (2002); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 55052-27-2, name is 6-Chloro-1H-pyrrolo[2,3-b]pyridine, the common compound, a new synthetic route is introduced below. Recommanded Product: 6-Chloro-1H-pyrrolo[2,3-b]pyridine

a) 6-Chloro-7-aza-3,3-dibromooxindole 6-Chloro-7-azaindole was prepared according to the procedure of Minakata et al; Synthesis, 1992, 661-663.. To a stirred solution of 1.32 g (8.7 mmol) of 6-chloro-7-azaindole in tert-butanol (80 ML) was added 9.9 g (28 mmol) of 90% pyridine hydrobromide perbromide resulting in a thick yellow precipitate forming immediately.. The reaction was concentrated and the crude chromatographed on silica gel eluding with hexane to 90% hexane/10% EtOAc gradient to give 2.36 g of the title compound as a white solid, containing about 30% of 5-bromo-6-chloro-7-aza-3,3-dibromooxindole as an inseparable impurity. 1H NMR (CDCl3) delta 7.16 (d, J=8.0 Hz, 1H), 7.81 (d, J=8.0 Hz, 1H), 9.0 (bs, 1H).. (5-Bromo-6-chloro-7-aza-3,3-dibromooxindole, 8.05 (s, 1H), 9.0 (bs, 1H).

The synthetic route of 55052-27-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Glaxo Wellcome Inc.; US6350747; (2002); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 55052-27-2, 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. 55052-27-2, name is 6-Chloro-1H-pyrrolo[2,3-b]pyridine, molecular formula is C7H5ClN2, 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.

The title compound of Preparation 57 (1.00 g, 6.55 mmol), 2,4,6-trimethyl-1,3,5,2,4,6-trioxatriborinane (1.0 ml, 7.2 mmol) and potassium carbonate (2.72 g, 19.7 mmol) were suspended in 13 ml dimethoxyethane in a microwave reactor and submitted to three vacuum-argon cycles. [1,1′-Bis(diphenylphosphino)ferrocene]-dichloropalladium (II) complex with dichloromethane (0.29 g, 0.33 mmol) was added and the resulting mixture was submitted to three further vacuum-argon cycles. The mixture was stirred at 120ºC for 2h under microwave irradiation. The mixture was allowed to cool and was filtered through Celite, eluting with ethyl acetate. The filtrate was evaporated under reduced pressure and the residue was purified using the Isolera Purification System (ethyl acetate-hexane gradient, 0:100 rising to 50:50) to give 0.57 g (4.31 mmol, 65%) of the title compound as a beige solid. Purity 98%. [0443] 1H NMR (300 MHz, CHLOROFORM-d) delta ppm 10.87 (br. s., 1 H), 7.86 (d, J=7.63 Hz, 1 H), 7.29 (dd, J=3.52, 2.35 Hz, 1 H), 6.97 (d, J=7.63 Hz, 1 H), 6.47 (dd, J=3.52,1.76 Hz, 1 H), 2.69 (s, 3 H). [0444] HPLC/MS (15 min) retention time 2.57 min. [0445] LRMS:m/z133(M+1).

According to the analysis of related databases, 55052-27-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Almirall, S.A.; Vidal Juan, Bernat; Alonso Diez, Juan Antonio; Buil Albero, Maria Antonia; Eastwood, Paul Robert; Esteve Trias, Cristina; Lozoya Toribio, Maria Estrella; Roberts, Richard Spurring; Vidal Gispert, Laura; EP2548876; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 55052-27-2 ,Some common heterocyclic compound, 55052-27-2, molecular formula is C7H5ClN2, 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.

At room temperature, concentrated aqueous ammonia (40 mL) was added drop-wise to 6-chloro-7-azaindole (3.20 g, 0.024mol), after the tube is heated, the reaction is heated at 120 C for 5h. The reaction is complete, cooling, filter and then obtained a brown solid product (2.00 g, 72%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,55052-27-2, its application will become more common.

Reference:
Patent; Ding Min; (8 pag.)CN108997343; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 55052-27-2, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.55052-27-2, name is 6-Chloro-1H-pyrrolo[2,3-b]pyridine, molecular formula is C7H5ClN2, molecular weight is 152.581, as common compound, the synthetic route is as follows.

To a solution of 7n (2.7 mmol, 410 mg), tetrabutylammonium hydrogen sulfate (3 mol%, 27 mg) and benzene sulfonyl chloride(3.3 mmol, 583 mg) in DCM (15 mL) placed at ice bath was added1N NaOH solutions (3.0 mL). The resulting mixture was stirred atroom temperature for 8 h. Water (30 mL) was added cautiously tothe reaction, and the mixture was extracted with DCM (15mL 3).The combined organic phase was washed with saturated NaCl (aq)for three times, dried over anhydride sodium sulfate and concentratedunder reduced vacuum. The crude product (14a) was directlyused in next step.

Statistics shows that 55052-27-2 is playing an increasingly important role. we look forward to future research findings about 6-Chloro-1H-pyrrolo[2,3-b]pyridine.

Reference:
Article; Liu, Bin; Yuan, Xia; Xu, Bo; Zhang, Han; Li, Ridong; Wang, Xin; Ge, Zemei; Li, Runtao; European Journal of Medicinal Chemistry; vol. 170; (2019); p. 1 – 15;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 55052-27-2 ,Some common heterocyclic compound, 55052-27-2, molecular formula is C7H5ClN2, 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.

To a solution of 6-chloro-1H-pyrrolo[2,3-b]pyridine (1 .37 g, 8.97 mmol) in DMF (100 ml_), sodium hydride (60 % in paraffin, 1 g, 41 mmol) was added. The solution was stirred for 30 min being allowed to warm up from 0 C to rt. Subsequently, benzenesulfonic acid chloride (1 .5 mL, 1 1.8 mmol) was added dropwise. The suspension was stirred 3 h at room temperature and hydrolyzed with ice water. The resulting solid was filtered off under reduced pressure, washed thoroughly with water (75 mL) and finally with petroleum ether (15 mL). The resulting material was dried at 60 C and purified by column chromatography (eluent: pure dichloromethane) yielding 856 mg of 1 -(benzenesulfonyl)-6-chloro- pyrrolo[2,3-b]pyridine Xll-4a as a brownish solid. (1073) Yield: 32%

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 55052-27-2, 6-Chloro-1H-pyrrolo[2,3-b]pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; UCB PHARMA GMBH; PEGURIER, Cecile; PROVINS, Laurent; CARDENAS, Alvaro; LEDECQ, Marie; MUELLER, Christa E.; HOCKEMEYER, Joerg; EL-TAYEB, Ali; BOSHTA, Nader; RASHED, Mahmoud; (165 pag.)WO2019/243303; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 55052-27-2 , The common heterocyclic compound, 55052-27-2, name is 6-Chloro-1H-pyrrolo[2,3-b]pyridine, molecular formula is C7H5ClN2, 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.

To a solution of 6-chloro-1 H-pyrrolo[2,3-b]pyridine (1.37 g, 8.97 mmol) in DMF (1 00 ml),sodium hydride (60% in paraffin, 1 g, 41 mmol) was added. The solution was stirred for30 min being allowed to warm up from 0 oc to rt. Subsequently, benzenesulfonic acidchloride (1.5 ml, 11.8 mmol) was added dropwise. The suspension was stirred 3 h atroom temperature and hydrolyzed with ice water. The resulting solid was filtered off under25 reduced pressure, washed thoroughly with water (75 ml) and finally with petroleum ether(15 ml). The resulting material was dried at 60 oc and purified by column chromatography (eluent: pure dichloromethane) yielding 856 mg of 1-(benzenesulfonyl)-6-chloropyrrolo[2,3-b]pyridine Xll-20a as a brownish solid.Yield: 32%

The synthetic route of 55052-27-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UCB PHARMA GMBH; MUELLER, Christa E.; PEGURIER, Cecile; DELIGNY, Michael Louis Robert; EL-TAYEB, Ali; HOCKEMEYER, Joerg; LEDECQ, Marie; MERCIER, Joel; PROVINS, Laurent; BOSHTA, Nader M.; BHATTARAI, Sanjay; NAMASIVAYAM, Vigneshwaran; FUNKE, Mario; SCHWACH, Lukas; GOLLOS, Sabrina; VON LAUFENBERG, Daniel; BARRE, Anais; (493 pag.)WO2018/122232; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 55052-27-2 , The common heterocyclic compound, 55052-27-2, name is 6-Chloro-1H-pyrrolo[2,3-b]pyridine, molecular formula is C7H5ClN2, 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.

To a solution of 6-chloro-1 H-pyrrolo[2,3-b]pyridine (1.37 g, 8.97 mmol) in DMF (1 00 ml),sodium hydride (60% in paraffin, 1 g, 41 mmol) was added. The solution was stirred for30 min being allowed to warm up from 0 oc to rt. Subsequently, benzenesulfonic acidchloride (1.5 ml, 11.8 mmol) was added dropwise. The suspension was stirred 3 h atroom temperature and hydrolyzed with ice water. The resulting solid was filtered off under25 reduced pressure, washed thoroughly with water (75 ml) and finally with petroleum ether(15 ml). The resulting material was dried at 60 oc and purified by column chromatography (eluent: pure dichloromethane) yielding 856 mg of 1-(benzenesulfonyl)-6-chloropyrrolo[2,3-b]pyridine Xll-20a as a brownish solid.Yield: 32%

The synthetic route of 55052-27-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UCB PHARMA GMBH; MUELLER, Christa E.; PEGURIER, Cecile; DELIGNY, Michael Louis Robert; EL-TAYEB, Ali; HOCKEMEYER, Joerg; LEDECQ, Marie; MERCIER, Joel; PROVINS, Laurent; BOSHTA, Nader M.; BHATTARAI, Sanjay; NAMASIVAYAM, Vigneshwaran; FUNKE, Mario; SCHWACH, Lukas; GOLLOS, Sabrina; VON LAUFENBERG, Daniel; BARRE, Anais; (493 pag.)WO2018/122232; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 55052-27-2 , The common heterocyclic compound, 55052-27-2, name is 6-Chloro-1H-pyrrolo[2,3-b]pyridine, molecular formula is C7H5ClN2, 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.

To a solution of 6-chloro-1 H-pyrrolo[2,3-b]pyridine (1.37 g, 8.97 mmol) in DMF (1 00 ml),sodium hydride (60% in paraffin, 1 g, 41 mmol) was added. The solution was stirred for30 min being allowed to warm up from 0 oc to rt. Subsequently, benzenesulfonic acidchloride (1.5 ml, 11.8 mmol) was added dropwise. The suspension was stirred 3 h atroom temperature and hydrolyzed with ice water. The resulting solid was filtered off under25 reduced pressure, washed thoroughly with water (75 ml) and finally with petroleum ether(15 ml). The resulting material was dried at 60 oc and purified by column chromatography (eluent: pure dichloromethane) yielding 856 mg of 1-(benzenesulfonyl)-6-chloropyrrolo[2,3-b]pyridine Xll-20a as a brownish solid.Yield: 32%

The synthetic route of 55052-27-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UCB PHARMA GMBH; MUELLER, Christa E.; PEGURIER, Cecile; DELIGNY, Michael Louis Robert; EL-TAYEB, Ali; HOCKEMEYER, Joerg; LEDECQ, Marie; MERCIER, Joel; PROVINS, Laurent; BOSHTA, Nader M.; BHATTARAI, Sanjay; NAMASIVAYAM, Vigneshwaran; FUNKE, Mario; SCHWACH, Lukas; GOLLOS, Sabrina; VON LAUFENBERG, Daniel; BARRE, Anais; (493 pag.)WO2018/122232; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 55052-27-2, 6-Chloro-1H-pyrrolo[2,3-b]pyridine, 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, Computed Properties of C7H5ClN2, blongs to pyridine-derivatives compound. Computed Properties of C7H5ClN2

PREPARATION 58 6-Methyl-1 H-pyrrolo[2,3-b]pyridine The title compound of Preparation 57 (1 .00 g, 6.55 mmol), 2, 4, 6-trimethyl-1 ,3,5,2,4,6- trioxatriborinane (1 .0 ml, 7.2 mmol) and potassium carbonate (2.72 g, 19.7 mmol) were suspended in 13 ml dimethoxyethane in a microwave reactor and submitted to three vacuum-argon cycles. [1 , 1 ‘-Bis(diphenylphosphino)ferrocene]-dichloropalladium (II) complex with dichloromethane (0.29 g, 0.33 mmol) was added and the resulting mixture was submitted to three further vacuum-argon cycles. The mixture was stirred at 120C for 2h under microwave irradiation. The mixture was allowed to cool and was filtered through Celite, eluting with ethyl acetate. The filtrate was evaporated under reduced pressure and the residue was purified using the Isolera Purification System (ethyl acetate-hexane gradient, 0:100 rising to 50:50) to give 0.57 g (4.31 mmol, 65%) of the title compound as a beige solid. Purity 98%. 1 H N MR (300 MHz, CHLOROFORM-d) delta ppm 10.87 (br. s., 1 H), 7.86 (d, J=7.63 Hz, 1 H), 7.29 (dd, J=3.52, 2.35 Hz, 1 H), 6.97 (d, J=7.63 Hz, 1 H), 6.47 (dd, J=3.52, 1 .76 Hz, 1 H), 2.69 (s, 3 H). HPLC/MS (15 min) retention time 2.57 min. LRMS: m/z 133 (M+1 ).

The synthetic route of 55052-27-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ALMIRALL, S.A.; VIDAL JUAN, Bernat; ALONSO DIEZ, Juan Antonio; BUIL ALBERO, Maria Antonia; EASTWOOD, Paul Robert; ESTEVE TRIAS, Cristina; LOZOYA TORIBIO, Maria Estrella; ROBERTS, Richard Spurring; VIDAL GISPERT, Laura; GONZALEZ RODRIGUEZ, Jacob; MIR CEPEDA, Marta; WO2013/10880; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem