Indole Building Blocks

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1074-86-8,1H-Indole-4-carbaldehyde,as a common compound, the synthetic route is as follows.

Example 1 ethyl 2-(1H-indol-4-yl)-8,9-dimethoxy-3-methyl-5,6-dihydropyrrolo[2,1-a]isoquinoline-1-carboxylate A mixture of 500 mg (1.8 mmol) of ethyl (6,7-dimethoxy-3,4-dihydro-1(2H)-isoquinolinylidene)-ethanoate (Intermediate 2.1), 523 mg (3.61 mmol) of indole-4-carbaldehyde, 281 mg (3.61 mmol) of nitroethane and 61.4 mg (0.72 mmol) of piperidine in 10 ML of ethanol/isopropanol (1:1) was stirred at 80¡ã C. overnight. 40 ML of isopropanol were added, the mixture was cooled to 0¡ã C., and the resulting precipitate was filtered off.The solid was washed with ethanol and dried in vacuo to give the title compound as a white solid.The title compound was readily recrystallized from ethyl acetate to furnish white needles. Yield: (487 mg, 63percent) Melting point [¡ã C.]: 246-247 _

1074-86-8, As the paragraph descriping shows that 1074-86-8 is playing an increasingly important role.

Reference£º
Patent; Niewohner, Ulrich; Niewohner, Maria; Bauser, Marcus; Erguden, Jens-Kerim; Flubacher, Dietmar; Naab, Paul; Repp, Thorsten-Oliver; Stoltefuss, Jurgen; Burkhardt, Nils; Sewing, Andrea; Schauer, Michael; Schlemmer, Karl-Heinz; Weber, Olaf; Boyer, Stephen J.; Miglarese, Mark; Fan, Jianmei; Phillips, Barton; Raudenbush, Brian C.; Wang, Yamin; US2003/236276; (2003); 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

1196-70-9, 1H-Indole-6-carbaldehyde is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 3. Synthesis of (E)-N?-(( 1 H-indol-6-yl)methylene)-2-(2-ethyl-6-methylpyridin-3 – yloxy)acetohydrazide: 2-(2-ethyl-6-methylpyridin-3 -yloxy)acetohydrazide( 100 mg, 0.50 mmol) and 1H-indol-6-carbaldehyde (73 mg, 0.50 mmol) were dissolved in EtOH 3 mL, followed by stirring at 90 C for 4 hours. After the completion of the reaction, the formed solidwas filtered to obtain Compound 293 (46 mg, 29 %).?H NMR (400 MHz, DMSO-d6): 11.43 (bs, 1H), 11.30-11.27 (s, 1H), 8.32-8.06 (2s, 1H), 7.64 (m, IH), 7.42 (m, 2H), 7.36 (m, IH), 7.02 (m, IH), 6.45 (s, 1H), 5.17 (s, IH), 4.66 (s, IH), 2.75 (m, 2H), 2.45 (s, 3H), 1.21 (m, 3H)., 1196-70-9

As the paragraph descriping shows that 1196-70-9 is playing an increasingly important role.

Reference£º
Patent; CHONG KUN DANG PHARMACEUTICAL CORP.; INJE UNIVERSITY INDUSTRY-ACADEMIC COOPERATION FOUNDATION; CHOI, HoJin; LEE, JaeWon; LEE, ChangGon; HA, NiNa; SEO, Su Kil; LEE, SunMi; LEE, Song-Min; WO2014/35149; (2014); 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.1074-86-8,1H-Indole-4-carbaldehyde,as a common compound, the synthetic route is as follows.

1074-86-8, General procedure: A solution of anhydrous Cu(OAc)2 (1.8 mg, 0.01 mmol) andligand 7d (4.0 mg, 0.01 mmol) in MTBE (1 mL) in a 10mL test tubeequipped with a magnetic stirring bar was stirred at room temperaturefor 30 min. Next, 20 mL DABCO (5M dissolved in n-propanol)was added, followed by stirring for 5 min. After the aldehyde(0.2 mmol) was added to the reaction mixture, we stirred themixture at 10 C for 2 min, and then 2-nitropropane (180 mL,2 mmol) was added to the tube. The reaction was stirred at 10 Cand monitored by TLC. After the complete reaction, the chiralproduct was separated by flash column chromatography (PE/EA 9/1). Enantiomeric excesses were determined by HPLC chiralcolumn.

1074-86-8 1H-Indole-4-carbaldehyde 333703, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Article; Cai, Zedong; Lan, Ting; Ma, Pengfei; Zhang, Jingfang; Yang, Qingqing; He, Wei; Tetrahedron; vol. 75; 34; (2019);,
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.19012-02-3,3-Acetyl-1-methylindole,as a common compound, the synthetic route is as follows.

General procedure: The substituted 1-(1H-indol-3-yl)ethanone (1 mmol), together with the respective benzaldehyde (1 mmol), malononitrile (1 mmol) and ammonium acetate (8 mmol) were dissolved in toluene (30 mL) and heated to reflux for 8 h. The solvent was removed under reduced pressure and absolute ethanol was added to the residue. The precipitate was collected by filtration and purified by silica gel column chromatography to give the desired product.

19012-02-3, 19012-02-3 3-Acetyl-1-methylindole 594156, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Article; Zhang, Fan; Zhao, Yanfang; Sun, Li; Ding, Lu; Gu, Yucheng; Gong, Ping; European Journal of Medicinal Chemistry; vol. 46; 7; (2011); p. 3149 – 3157;,
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.1000340-34-0,4-Bromo-3-iodo-7-azaindole,as a common compound, the synthetic route is as follows.,1000340-34-0

Method A:Sodium hydride (2.403 g, 60.1 mmol) was added portionwise to a cooled mixture 4- bromo-3-iodo-lH-pyrrolo[2,3-b]pyridine (D6) (13.86 g, 42.9 mmol) in DMF (200 mL) at 0 C and was stirred at that temperature for 15 min. 2-iodopropane (5.15 ml, 51.5 mmol) was then added and the reaction mixture was allowed to warm to RT and stirred overnight. The reaction mixture was cooled to 0 C again and quenched with saturated NH4C1 solution (ca. 5 mL) and further diluted with water (ca. 200 mL). The aqueous layer was extracted with ethyl acetate (3 x 200 mL). The organic layer was dried and concentrated down. The residue was purified on silica, eluting with ethyl acetate in cyclohexane (0-10%) to give the title compound (14 g). LCMS (A): m/z (M+H)+ 365/367, C10H10BrIN2 requires 364/366 (acidic).

The synthetic route of 1000340-34-0 has been constantly updated, and we look forward to future research findings.

Reference£º
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.189882-33-5,6-Cyano-7-azaindole,as a common compound, the synthetic route is as follows.

To a solution of lH-pyrrolo[2,3-b]pyridine-6-carbonitrile (2 g, 13.97 mmol, 1 eq) in MeOH (20 mL) and THF (10 mL) was added ammonium sulfide (1.71 g, 25.15 mmol, 1.72 mL, 1.8 eq) at l5C. Then the solution was stirred at l5C for 12 h under N2 atmosphere. The solution was quenched by addition of H20 (30 mL) at l5C, and extracted with EtOAc (30 mLx2). The combined organic layers were washed with brine (20 mLx2), dried over anhydrous Na2S04, filtered and concentrated under reduced pressure to give a residue. The residue was purified by column chromatography (Si02, PE/EtOAc=30/l to 1/1) to afford the title compound (1 g, 5.64 mmol, 40.38% yield) as a yellow solid. (Note: The reaction was combined with another reaction (ET19050-19) in 1 g scale for purification and work up.), 189882-33-5

189882-33-5 6-Cyano-7-azaindole 10534776, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; SYROS PHARMACEUTICALS, INC.; MARINEAU, Jason J.; CHUAQUI, Claudio; CIBLAT, Stephane; KABRO, Anzhelika; PIRAS, Henri; WHITMORE, Kenneth Matthew; LUND, Kate-Lyn; (200 pag.)WO2019/143719; (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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.166104-20-7,1-Boc-5-Aminoindole,as a common compound, the synthetic route is as follows.

To a solution of 2-bromo-3-((4-fluorophenyl)ethynyi)-6-methoxypyridine (1ntermediate 44, 531mg. 0867 mmol) in anhydrous toluene (9 rnL) was added XPhos (83 mg, 0.17 mmol), Pd2(dba)3(79 trig, 0088 mrnol), and potassium tert-butoxide (292 mg, 260 mmol). After 10 mimi. tert-butyi5-amino-i H-indole- I -carhoxylate (Intermediate ii, 201 trig. 0.867 mmnol) was added. The resultingsolution was refiuxed at 100 O(? for 3hr, then allowed to cool to 20 ¡ãC. The reaction was partitioned between EtOAc and water. The organic phase was separated, dried (MgSO4), filtered, and concentrated in vacuo, no deprotection necessary. Purification (FCC, Si02, 0percent to 30percent EtOAc/ heptanes) afforded the title compound (60 mg, 19percent) as a yellow solid. MS (ESI): mass caicd. forC22H,6FNO, 357.1; m/z found, 358 [M+Hr. ?H NMR (300 MHz, DMSO.-d6) oe 11.36 (s, iH, 7.53?7.42 (m, 3H), 7.41 ? 7.30 (m, 3H), 7.11 (t, J= 8.8 Hz, 2H), 6.92 (d, J= 8.5 Hz, 1H?), 6.85 (s, 1H?), 6.57 (d, J= 8.8 Hz, IH), 6.47 (s, IH), 3.90 (s, 3H)., 166104-20-7

The synthetic route of 166104-20-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; JANSSEN PHARMACEUTICA NV; BERRY, Cynthia G.B.; CHEN, Gang; JOURDAN, Fabrice Loic; LEBOLD, Terry Patrick; LIN, David Wei; PENA PINON, Miguel Angel; RAVULA, Suchitra; SAVALL, Bradley M.; SWANSON, Devin M.; WU, Dongpei; ZHANG, Wei; AMERIKS, Michael K.; (407 pag.)WO2016/176460; (2016); 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

52562-50-2, 5-Methyl-1H-indole-3-carbaldehyde is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

52562-50-2, 1-(3-Chloropropyl)-5-methyl-indole-3-carboxaldehyde 1-(3-Chloropropyl)-5-methyl-indole-3-carboxaldehyde was prepared from 5-methylindole-3-carboxaldehyde according to the method described in Example 1 to give 2.26 g (76%) of the product as an off-white solid: mp 89-90 C.; IR numax (Nujol)/cm-1 2956, 1659, 1536, 1403, 1171, 820 and 786; NMR deltaH (400 MHz, CDCl3) 2.27-2.34 (2H, m), 2.47 (3H, s), 3.46 (2H, t, J 6.2 Hz), 4.38 (2H, t, J 6.6 Hz), 7.16 (1H, d, J 10 Hz), 7.28 (1H, d, J 8.4 Hz), 7.70 (1H, s), 8.12 (1H, s) and 9.97 (1H, s); Found: C, 66.12; H, 6.00; N, 5.88%. C13H14ClNO requires: C, 66.24; H, 5.99; N, 5.94%.

52562-50-2 5-Methyl-1H-indole-3-carbaldehyde 259187, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; Vernalis Research Limited; US6433175; (2002); B1;,
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.4769-96-4,6-Nitro-1H-indole,as a common compound, the synthetic route is as follows.,4769-96-4

AddiV-bromosuccinamide (NBS) to 6-nitroindole 1 (22.72 g, 140.12 mmol) dissolved in tetrahydrofuran (600 mL) and allow the resulting mixture to stir for 18 hours. Quench the reaction mixture with saturated aqueous sodium thiosulfate solution (600 mL), dilute with ethyl acetate (EtOAc) (600 mL), and separate the layers. Sequentially, wash the organic layer with saturated aqueous sodium bisulfate (100 mL), saturated aqueous sodium bicarbonate (100 mL), water (100 mL), and brine (100 mL). Dry the resulting organic layer over Na2SO4 and filter. Concentrate the filtrate to give a yellow solid. Recrystallize the solid from dichloromethane and hexane to give 29.21 g of the title compound (86 %). LRMS (API ES+) = 263.0 (M+Na).

The synthetic route of 4769-96-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ELI LILLY AND COMPANY; WO2007/87488; (2007); A2;,
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.90271-86-6,5-Bromo-3-cyanoindole,as a common compound, the synthetic route is as follows.

90271-86-6, General procedure: A solution of the appropriate 1H-indole-3-carbonitriles 5a-c or1-methylindole-3-carbonitriles 6a-c (5 mmol) and thiosemicarbazide(5 mmol) in trifluoroacetic acid (5 ml) was heated at60 C for 3.5 h. The reaction mixture was then poured into ice andslowly neutralized with NaHCO3 saturated solution. The obtainedprecipitate was filtered off, washed with water, cyclohexane anddiethyl ether

90271-86-6 5-Bromo-3-cyanoindole 3623354, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Article; Cascioferro, Stella; Parrino, Barbara; Petri, Giovanna Li; Cusimano, Maria Grazia; Schillaci, Domenico; Di Sarno, Veronica; Musella, Simona; Giovannetti, Elisa; Cirrincione, Girolamo; Diana, Patrizia; European Journal of Medicinal Chemistry; vol. 167; (2019); p. 200 – 210;,
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