Category: 171879-99-5

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.171879-99-5,4-Chloro-6-methyl-7-azaindole,as a common compound, the synthetic route is as follows.

To a 0 C suspension of 4-chloro-6-methyl-1H-pyrrolo[2,3-b]pyridine (1.7 g, 10mmol) in N,N-dimethylformamide (20 mL) was added potassium hydroxide (1.14 g, 20.3 mmol), followed by iodine (2.54 g, 10.0 mmol). The reaction mixture was allowed to warm to room temperature and stir for 4 hours, whereupon it was diluted with water and filtered, to afford the product as a white solid. Yield: 1.6 g, 5.5 mmol, 55%. H NMR (400 MHz, CD3OD) oe 7.47 (s, 1 H), 7.04 (s, 1 H), 2.54 (s, 3H)., 171879-99-5

As the paragraph descriping shows that 171879-99-5 is playing an increasingly important role.

Reference：
Patent; PFIZER INC.; GALATSIS, Paul; HAYWARD, Matthew Merrill; KORMOS, Bethany Lyn; WAGER, Travis T.; ZHANG, Lei; HENDERSON, Jaclyn Louise; KURUMBAIL, Ravi G.; VERHOEST, Patrick Robert; STEPAN, Antonia Friederike; WO2015/92592; (2015); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

171879-99-5, 4-Chloro-6-methyl-7-azaindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Into a 50-mL round-bottom flask, was placed 4-chloro-6-methyl-lH- pyrrolo[2,3-b]pyridine (150 mg, 0.90 mmol, 1 equiv), 5-methoxy-4-[3-(pyrrolidin-l- yl)propoxy]pyridin-2-amine (228 mg, 0.91 mmol, 1 equiv), CS2CO3 (884 mg, 2.71 mmol, 3.00 equiv), Pd2(dba)3-CHC13 (50 mg), X-phos (50 mg), 1,4-dioxane (10 mL). The resulting solution was stirred for 4 h at 100 C. The crude product was purified by Flash-Prep-HPLC A 1 : 1. This resulted in 35.9 mg (9.5%) of N-(5-methoxy-4-(3-(pyrrolidin-l-yl)propoxy)pyridin- 2-yl)-6-methyl-lH-pyrrolo[2,3-b]pyridin-4-amine as a light yellow solid., 171879-99-5

As the paragraph descriping shows that 171879-99-5 is playing an increasingly important role.

Reference：
Patent; EPIZYME, INC.; CAMPBELL, John Emmerson; DUNCAN, Kenneth William; FOLEY, Megan Alene; HARVEY, Darren Martin; KUNTZ, Kevin Wayne; MILLS, James Edward John; MUNCHHOF, Michael John; (586 pag.)WO2017/181177; (2017); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

171879-99-5, 4-Chloro-6-methyl-7-azaindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

N-(4-(2,4-difluorophenoxy)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene Ethyl sulfonamide (395 mg, 0.9 mmol), 4-Chloro-6-methyl-1H-pyrrolo[2,3-b]pyridine (100 mg, 0.6 mmol), tetrakistriphenylphosphine palladium (69 mg, 0.06 mmol) and potassium carbonate (414 mg, 3 mmol) Ethanol/toluene/water (v/v/v = 9:3:1, 10 mL). The reaction solution was subjected to microwave reaction at 120 C for 0.5 hour under a nitrogen atmosphere. The reaction solution was evaporated to dryness, and the crude material was purified (yield: ethyl ether: 1:1) N-(4-(2,4-difluorophenoxy)-3-(6-methyl-1H-pyrrolo[2,3-b]pyridin-4-yl)phenyl)ethanesulfonamide (190 mg) , yield 71%)., 171879-99-5

171879-99-5 4-Chloro-6-methyl-7-azaindole 24729584, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; Shanghai Hansen Bio-pharmaceutical Technology Co., Ltd.; Jiangsu Haosen Pharmaceutical Group Co., Ltd.; Ye Guozhong; Liu Lei; Bao Rudi; Wu Shenghua; Deng Haining; (130 pag.)CN110041253; (2019); A;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.171879-99-5,4-Chloro-6-methyl-7-azaindole,as a common compound, the synthetic route is as follows.

A mixture of 4-chloro-6-methyl-1 H-pyrrolo[2,3-b]pyridine (47mg, 0.291 mmol), 3-(4,4,5,5- tetramethyl-1 ,3,2-dioxaborolan-2-yl)pyrazolo[1 ,5-b]pyridazine (107mg, 0.436mmol), X Phos Pd G3 (19.6mg, 0.023mmol) and potassium phosphate (124mg, 0.582mmol) in degassed ethanol (3.0ml_) and water (1.5ml_) was heated at 140C for 30 mins in the microwave. After cooling it was partitioned between ethyl acetate and water and the organic layer was separated, washed with brine, dried (Na2S04) and concentrated in vacuo. The crude product was purified by MDAP (Basic) to afford the title compound as a glass (27mg, 37%) LCMS (Method 1): Rt 2.12 min, m/z 249.8 [MH+]. 1 H NMR (400 MHz, d6-DMSO): 2.59 (3H, s), 6.56 (1 H, d, J=3.5 Hz), 7.19 (1 H, s), 7.34 (1 H, dd, J=4.4, 9.1 Hz), 7.43 (1 H, d, J=3.5 Hz), 8.48 (1 H, dd, J=1.8, 9.2 Hz), 8.56- 8.58 (2H, m), 11.59 (1 H, s), 171879-99-5

The synthetic route of 171879-99-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; THE UNIVERSITY OF NOTTINGHAM; BROOK, David; HAYES, Chris; BENNETT, Nicholas; PALFRAMAN, Matthew; CRAMP, Sue; BULL, Richard; BODNARCHUK, Michael; (262 pag.)WO2019/58132; (2019); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

171879-99-5, 4-Chloro-6-methyl-7-azaindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

D124-chloro-3-iodo-6-methyl-lH-pyrrolo[2,To a stirred solution of 4-chloro-6-methyl-lH-pyrrolo[2,3-b]pyridine (4.06 g, 24.37 mmol) in DCM (80 mL) at 0 C, was added NIS (6.22 g, 27.6 mmol). The reaction mixture was then warmed to RT and stirred for 18 hours. The reaction mixture was then filtered (washed with excess DCM) to give the title compound (4.01 g). LCMS (A): m/z (M+H)+ 293, C8H6C1IN2 requires 292 (acidic)., 171879-99-5

The synthetic route of 171879-99-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; GLAXO WELLCOME MANUFACTURING PTE LTD; CHEN, Deborah, W.; DUNCAN, Sarah; KING, Nigel, Paul; LEE, Kiew, Ching; MAK, Sing, Yeung; RIVERS, Dean, Andrews; WO2012/170752; (2012); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.171879-99-5,4-Chloro-6-methyl-7-azaindole,as a common compound, the synthetic route is as follows.

To a solution of 4-chloro-6-methyl-lH-pyrrolo[2,3-]pyridine (0.5 g, 3 mmol) in MeCN (15 mL) was added 2,6-difluorobenzylamine (2 eq) and pTSA.H20 (2 eq) under N2 at room temperature. The reaction mixture was heated at 150 C in a CEM microwave reactor for 4 hours. The mixture was diluted with sat. aq. NaHC03 (20 mL) solution and EtOAc (20 mL). The organic layer was separated, washed with brine, dried over MgSC^ and concentrated in vacuo. The residue was purified via flash chromatography using MeOH and DCM as eluent to give the product (0.521 g, 1.90 mmol, 63%) as yellow solid. 1H NMR (399 MHz, DMSO-d6) delta 10.96 (s, 1H), 7.43 (tt, 1H), 7.20 – 7.08 (m, 2H), 6.95 (d, 1H), 6.77 (t, 1H), 6.53 (d, 1H), 6.15 (s, 1H), 4.44 (d, 2H), 2.35 (s, 3H)., 171879-99-5

171879-99-5 4-Chloro-6-methyl-7-azaindole 24729584, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; LES LABORATOIRES SERVIER; VERNALIS (R&D) LIMITED; FIUMANA, Andrea; FOLOPPE, Nicolas; RAY, Stuart; WALMSLEY, David; KOTSCHY, Andras; BURBRIDGE, Michael, Frank; CRUZALEGUI, Francisco, Humberto; (141 pag.)WO2017/55533; (2017); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles