The origin of a common compound about 5-Bromo-1H-pyrrolo[2,3-b]pyridine

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. 183208-35-7, 5-Bromo-1H-pyrrolo[2,3-b]pyridine, other downstream synthetic routes, hurry up and to see.

Related Products of 183208-35-7 ,Some common heterocyclic compound, 183208-35-7, molecular formula is C7H5BrN2, 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 G-1 : Preparation of (2S)-1-(4-(3-(3-chloro-1H-pyrrolo[2,3-b]pyridin-5-yl)-1- (tetrahydrofuran-3-yl)-1H-pyrazol-4-yl)pyrimidin-2-ylamino)propan-2-olPreparation of methyl 1H-pyrrolo[2,3-b]pyridine-5-carboxylate (G-1 -1a)G-1-1 G-1 -1aA mixture of 5-bromo-1 H-pyrrolo[2,3-b]pyridine (90 g, 0.4 mol) and dppp (3 g, 0.072 mol) in DMSO (300 mL) and MeOH (300 mL) was added Pd(OAc)2 (16.5 g, 0.072 mol). The resulting mixture was degassed under N2 for 2 min and then heated to 1000C under 2 MPa of CO gas for two days. TLC (Petroleum ether: EtOAc = 4:1 ) showed the reaction was complete. The mixture was cooled and filtered then concentrated. The obtained residue was poured into ice-water. The formed solid was collected and dried in vacuum to give crude compound 5 (86.1 g, crude), which was directly used to the next reaction without further purification.

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. 183208-35-7, 5-Bromo-1H-pyrrolo[2,3-b]pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PFIZER INC.; WO2009/16460; (2009); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Extended knowledge of 5-Bromo-1H-pyrrolo[2,3-b]pyridine

According to the analysis of related databases, 183208-35-7, the application of this compound in the production field has become more and more popular.

Related Products of 183208-35-7, Adding some certain compound to certain chemical reactions, such as: 183208-35-7, name is 5-Bromo-1H-pyrrolo[2,3-b]pyridine,molecular formula is C7H5BrN2, 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 183208-35-7.

Preparative Example 6 Step 1: l-(5-bromo-lH-pyrrolo[2,3-b]pyridin-3-yl)ethanone To a soluition of 5-bromo-lH-pyrrolo[2,3-b]pyridine(30 g, 0.15 mol) and aluminium chloride (100 g, 0.75 mol) in dichloromethane (2000 mL) was added dropwise acetyl chloride (102 mL, 1.44 mol) over 1 h under nitrogen atmosphere at 0 C. The reaction mixture was warmed to RT and stirred overnight. Methanol (150 mL) was added dropwise at 0 C, and the resulting mixture was concentrated to dryness in vacuo. The resulting crude was dissolved in ice -water, basified with saturated sodium bicarbonate to pH 4 – 5 and extracted with ethyl acetated (3 x 3000 mL). The combined organic layer were washed with brine, dried over sodium sulfate and concentrated to dryness in vacuo affording crude l-(5-bromo-lH-pyrrolo[2,3-b]pyridin-3-yl)ethanone as a yellow solid (330 g, 93 % after 10 batch repeat) used for the next step without any further purification: lH NMR (DMSO, 400 MHz): delta 12.675 (s, 1H), 8.537-8.543 (d, = 2.4 Hz, 1H), 8.506 (s, 1H), 8.371- 8.377 (d, J = 2.4 Hz, 1H), 2.445 (s, 3H).

According to the analysis of related databases, 183208-35-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; ESTRADA, Anthony; HUESTIS, Malcolm; KELLAR, Terry; PATEL, Snahel; SHORE, Daniel; SIU, Michael; (260 pag.)WO2016/142310; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Extracurricular laboratory: Synthetic route of 183208-35-7

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,183208-35-7, its application will become more common.

Adding a certain compound to certain chemical reactions, such as: 183208-35-7, 5-Bromo-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, 183208-35-7, blongs to pyridine-derivatives compound. category: pyridine-derivatives

A mixture of 5-Bromo-1H-pyrrolo[2,3-b]pyridine (50 g, 252.5 mmol) and N-iodosuccinimide (13.6 g, 60.6 mmol) in dichloroethane (200 ml) was stirred at 95 C. overnight. The reaction was allowed to cool to room temperature and saturated Na2H2SO4 (200 ml) was added. The mixture was then extracted with ethyl acetate (400 ml×2). The combined organic layers were dried with Na2SO4, concentrated. Silica gel chromatography of the crude using a gradient of ethyl acetate and hexane afforded 5-bromo-3-iodo-1H-pyrrolo[2,3-b]pyridine (62.8 g, 77% yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,183208-35-7, its application will become more common.

Reference:
Patent; SGX Pharmaceuticals, Inc.; US2008/261921; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Extended knowledge of 5-Bromo-1H-pyrrolo[2,3-b]pyridine

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. 183208-35-7, 5-Bromo-1H-pyrrolo[2,3-b]pyridine, other downstream synthetic routes, hurry up and to see.

Reference of 183208-35-7, Adding some certain compound to certain chemical reactions, such as: 183208-35-7, name is 5-Bromo-1H-pyrrolo[2,3-b]pyridine,molecular formula is C7H5BrN2, 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 183208-35-7.

General procedure: To a cold solution of appropriate pyrrolo-pyridines 8a,c,e (2.5 mmol) in anhydrous toluene (25 mL), t-BuOK (0.38 g, 3.4 mmol) and TDA-1 (1 or 2 drops) were added at 0 C. The reaction mixture was stirred at room temperature for 3 h and then MeI (2.5 mmol, 0.2 mL) was added at 0 C. TLC analysis (ethyl acetate) revealed that methylation was complete after 1 h. The solvent was evaporated under reduced pressure. The residue was treated with water, extracted with DCM (3 × 20 mL), dried (Na2SO4), evaporated and purified by column chromatography using DCM/ethyl acetate (9/1) as eluent to give derivatives 8b,d,f [42].

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. 183208-35-7, 5-Bromo-1H-pyrrolo[2,3-b]pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Carbone, Anna; Parrino, Barbara; Vita, Gloria Di; Attanzio, Alessandro; Span, Virginia; Montalbano, Alessandra; Barraja, Paola; Tesoriere, Luisa; Livrea, Maria Antonia; Diana, Patrizia; Cirrincione, Girolamo; Marine Drugs; vol. 13; 1; (2015); p. 460 – 492;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Sources of common compounds: 5-Bromo-1H-pyrrolo[2,3-b]pyridine

At the same time, in my other blogs, there are other synthetic methods of this type of compound,183208-35-7, 5-Bromo-1H-pyrrolo[2,3-b]pyridine, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 183208-35-7, 5-Bromo-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, Product Details of 183208-35-7, blongs to pyridine-derivatives compound. Product Details of 183208-35-7

Example 2 Preparation of propane-l-suifonic acid-{3-[5-lH-pyrrolo[23-b)pyridine-3-carbonyl]- phenyl}-amide (IV) Charge aluminum chloride (12.5gm, 0.093moles) was charged in to a reaction flask at 0-5C containing dichloromethane (65ml) and stirred for 10-15 min. Prepared solution of 5-bromo- ljy-pyrrolo[2,3-b]pyridine (2.5gm, 0.012moles) in dichloromethane (50ml) was slowly added in to reaction mass at 0-5C over a period of 45min to 1 hr. Reaction mass allowed to warm 5-10C. Solution of 3-(Propane-l-sulfonylamino)-benzoyl chloride (in dichloromethane (50ml)) was added to reaction mass over a period of 45min to 1 hr at 5-10C. Reaction mass stirred at 20-25C for 14hrs to complete reaction. Reaction mass quenched in chilled water (500ml) slowly at below 15C and stirred for 30min. The precipitated product was filtered and washed the wet cake with water. Wet cake was dissolved in mixture of ethyl acetate (100ml) and methanol (20ml) solvent and washed with water for twice. Organic layer was dried over sodium sulphate and distilled off solvent completely to get residue. To the obtained residue hexane was added and stirred for 45min. Precipitated product was filtered on Buchner funnel, washed with hexane and dried at 50-55C to yield the title product. Yield: 3.7g; Chromatographic Purify (By HPLC): 99.28%

At the same time, in my other blogs, there are other synthetic methods of this type of compound,183208-35-7, 5-Bromo-1H-pyrrolo[2,3-b]pyridine, and friends who are interested can also refer to it.

Reference:
Patent; SHILPA MEDICARE LIMITED; PUROHIT, Prashant; NAGNNATH, Kokare; YENIREDDY, Veera Reddy; AKSHAY KANT, Chaturvedi; (0 pag.)WO2016/83956; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Extended knowledge of 183208-35-7

According to the analysis of related databases, 183208-35-7, the application of this compound in the production field has become more and more popular.

Application of 183208-35-7, Adding some certain compound to certain chemical reactions, such as: 183208-35-7, name is 5-Bromo-1H-pyrrolo[2,3-b]pyridine,molecular formula is C7H5BrN2, 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 183208-35-7.

General procedure: To a cold solution of appropriate pyrrolo-pyridines 8a,c,e (2.5 mmol) in anhydrous toluene (25 mL), t-BuOK (0.38 g, 3.4 mmol) and TDA-1 (1 or 2 drops) were added at 0 C. The reaction mixture was stirred at room temperature for 3 h and then MeI (2.5 mmol, 0.2 mL) was added at 0 C. TLC analysis (ethyl acetate) revealed that methylation was complete after 1 h. The solvent was evaporated under reduced pressure. The residue was treated with water, extracted with DCM (3 × 20 mL), dried (Na2SO4), evaporated and purified by column chromatography using DCM/ethyl acetate (9/1) as eluent to give derivatives 8b,d,f [42].

According to the analysis of related databases, 183208-35-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Carbone, Anna; Parrino, Barbara; Vita, Gloria Di; Attanzio, Alessandro; Span, Virginia; Montalbano, Alessandra; Barraja, Paola; Tesoriere, Luisa; Livrea, Maria Antonia; Diana, Patrizia; Cirrincione, Girolamo; Marine Drugs; vol. 13; 1; (2015); p. 460 – 492;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Share a compound : 5-Bromo-1H-pyrrolo[2,3-b]pyridine

With the rapid development of chemical substances, we look forward to future research findings about 183208-35-7.

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. 183208-35-7, name is 5-Bromo-1H-pyrrolo[2,3-b]pyridine, molecular formula is C7H5BrN2, 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. Computed Properties of C7H5BrN2

Step-i: 5-Bromo-3-iodo-1H-pyrrolo[2.3-b ]pyridinePCT/IB2013/0553885-Bromo-1H-pyrrolo[2,3-b]pyridine (5 g, 25 mmol) was dissolved in anhydrous acetone (7510 ml) and added N-iodo succinimide (6.18 g, 27.5 mmol) under nitrogen atmosphere and stirredat RT for 2 h. The reaction was monitored by TLC (10% Ethyl acetate in hexane). Thereaction mixture was cooled to RT and filtered, washed with cold acetone (50 ml) and driedunder vacuum to afford 7.05 g (87% yield) of 5-bromo-3-iodo-1H-pyrrolo[2,3-b]pyridine.MS: m/z = 324.6 (M+1); HPLC: 91.11% in method B.

With the rapid development of chemical substances, we look forward to future research findings about 183208-35-7.

Reference:
Patent; AURIGENE DISCOVERY TECHNOLOGIES LIMITED; UM PHARMAUJI SDN. BHD; GUMMADI, Venkateshwar, Rao; HOSAHALLI, Subramanya; NANDURI, Srinivas; AGGUNDA RENUKAPPA, Girish; WO2014/6554; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The origin of a common compound about 5-Bromo-1H-pyrrolo[2,3-b]pyridine

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. 183208-35-7, 5-Bromo-1H-pyrrolo[2,3-b]pyridine, other downstream synthetic routes, hurry up and to see.

Related Products of 183208-35-7, Adding some certain compound to certain chemical reactions, such as: 183208-35-7, name is 5-Bromo-1H-pyrrolo[2,3-b]pyridine,molecular formula is C7H5BrN2, 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 183208-35-7.

To a stirred solution of 5-bromo-lH-pyrrolo[2,3-Z?]pyridine (10 g, 50.76 mmol) in 500 mL of acetone N-idodosuccinamide was added and the reaction mixture was stirred for 20 min at room temperature. The product was crashed out as white solid was filtered and washed with lOOmL acetone. Resulting solid was dried under vacuum to afford 5- bromo-3-iodo-lH-pyrrolo[2,3-Z?]pyridine (16.34 g, 100%) as a light yellow powder. XH NMR (DMSO-i , 300MHz) delta 8.51 (d, J= 2.1 Hz, 1H), 8.22 (s, 1H), 8.02 (d, J= 1.2 Hz, 1 H), 8.00 (d, J= 5.1 Hz, 2H), 7.44 (dd, J= 8.7 Hz, 0.6 Hz, 2H), 2.35 (s, 3H); MS ESI (m/z): 322/324 (M+l)+, calc. 322.

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. 183208-35-7, 5-Bromo-1H-pyrrolo[2,3-b]pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; UNIVERSITY OF ROCHESTER; BOARD OF REGENTS OF THE UNIVERSITY OF NEBRASKA; GELBARD, Harris A.; DEWHURST, Stephen; GENDELMAN, Howard E.; WO2014/85795; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Brief introduction of 183208-35-7

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 183208-35-7, 5-Bromo-1H-pyrrolo[2,3-b]pyridine.

Application of 183208-35-7, 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. 183208-35-7, name is 5-Bromo-1H-pyrrolo[2,3-b]pyridine, molecular formula is C7H5BrN2, 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.

To a solution of commercially available 5-bromo-1H-pyrrolo[2,3-b]pyridine (5.60 g, 28.4 mmol) in CH2Cl2 (25 mL) was added N-iodosuccinimide (7.67 g, 34.1 mmol). The reaction mixture was stirred at ambient temperature for 2 h. The precipitate was filtered and washed with cold CH2Cl2 (2*5 mL) to provide the title compound as a light tan solid (7.17 g, 78% yield) which was used as is in the next step without further purification: MS (ES) m/z 323 (M+H).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 183208-35-7, 5-Bromo-1H-pyrrolo[2,3-b]pyridine.

Reference:
Patent; Jacobsen, Eric Jon; Blinn, James Robert; Springer, John Robert; Hockerman, Susan L.; Anderson, David Randolph; (120 pag.)US2018/208594; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Introduction of a new synthetic route about 183208-35-7

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,183208-35-7, its application will become more common.

Adding a certain compound to certain chemical reactions, such as: 183208-35-7, 5-Bromo-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, 183208-35-7, blongs to pyridine-derivatives compound. Recommanded Product: 5-Bromo-1H-pyrrolo[2,3-b]pyridine

The 5-bromo-7-azaindole 27 (0.5 g, 2.54 mmol), bis (pinacolato) diboron (0. 968 g, 3. 81 mmol), potassium acetate (0.748 g, 7.61 MMOL), [1,1′- bis (diphenylphosphino) ferrocene] dichloropalladium (II) complex with CH2C12 (1: 1) (49 mg, 0.06 mmol) and DMF (11 ML) were heated in a sealed tube at 80 C. After 44 h, the reaction mixture was allowed to cool to room temperature, diluted with EtOAc and saturated brine, and partitioned. The aqueous layer was extracted with EtOAc (3X). The combined organic extracts were washed with brine (LX), dried (MgSO4), filtered and concentrated in vacuo. The crude pinacol ester 44 was used directly for the next step without any further PURIFICATION. 1H NMR (400 MHz; CDC13) 8 1. 38 (s, 12H), 6.51 (d, J= 3.5 Hz, 1H), 7.32 (d, J= 3.5 Hz, 1H), 8. 42 (d, J= 1.2 Hz, 1H), 8. 63 (d, J= 1.2 Hz, 1H) and 10.59 (brs, NH).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,183208-35-7, its application will become more common.

Reference:
Patent; EISAI LONDON RESEARCH LABORATORIES LIMITED; WO2004/78757; (2004); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem