Category: 1008-07-7

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1008-07-7,7-Chloro-1H-indole-3-carbaldehyde,as a common compound, the synthetic route is as follows.

A suspension of sodium hydride (557 mg, 60% dispersion in mineral oil, 13.9 mmol) in anhydrous THF (25 mL) was treated dropwise with a solution of 7-chloro-1 H-ndoe-3- carbaldehyde (1 .00 g, 5.57 mmol) dissolved in anhydrous THF (5 mL) at 23 C and stirred at 23 C for 15 min. The mixture was treated with Mel (0.45 mL, 7.24 mmol), stirred at 23 C for 1 h and treated with MeOH (10 mL). The solvent was evaporated, the residue was dissolved in water (50 mL), acidified with 1 M HCI to pH 2 and extracted with CH2CI2 (3 x 30 mL). The combined organic layers were dried over anhydrous MgS04, filtered and evaporated. Column chromatography (S1O2; EtOAc/Heptane 30:70 -> 50:50) of the crude gave 7-Chloro-1 -methyl-1 A indole-S-carbaldehyde (800 mg, 74%) as a yellow solid.H NMR (400 MHz, Chloroform-d1 delta = 9.91 (s, 1 H, CHO), 8.18 (dd, J= 7.8, 1.2 Hz, 1 H, H-Ar), 7.54 (s, 1 H, H-Ar), 7.22 (dd, J= 7.7, 1 .2 Hz, 1 H, H-Ar), 7.16 – 7.12 (m, 1 H, H-Ar), 4.14 (s, 3H, CH3) ppm.MS (ESI+, H20/MeCN) /z {%): 194.2 (100, [M + H]+)., 1008-07-7

1008-07-7 7-Chloro-1H-indole-3-carbaldehyde 643958, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; EUROPEAN MOLECULAR BIOLOGY LABORATORY; WILL, David William; REID, George; CHARAPITSA, Iryna; LEWIS, Joe; (138 pag.)WO2018/229197; (2018); 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.1008-07-7,7-Chloro-1H-indole-3-carbaldehyde,as a common compound, the synthetic route is as follows.

General procedure: To a solution of an appropriate indole, azaindole or alternative heterocycles (1.0 eq) and di-ferf-butyl dicarbonate (1eq. to 2 eq., more in particular 1.2 eq) in acetonitrile was added DMAP (0.1 to 0.5 eq. more in particular 0.1 eq). The reaction mixture was stirred overnight at room temperature. The reaction mixture was concentrated under reduced pressure. The residue was dissolved in dichloromethane and washed with a saturated sodium bicarbonate solution. The phases were separated. The aqueous phase was extracted with dichloromethane. The organic phases were combined, washed with a saturated ammonium chloride solution, water and brine, dried over magnesium sulfate, filtered and concentrated under reduced pressure. The BOC-protected compound was used in the next step without further purification.

1008-07-7, The synthetic route of 1008-07-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; KATHOLIEKE UNIVERSITEIT LEUVEN; BARDIOT, Dorothee; CARLENS, Gunter; DALLMEIER, Kai; KAPTEIN, Suzanne; McNAUGHTON, Michael; MARCHAND, Arnaud; NEYTS, Johan; SMETS, Wim; WO2013/45516; (2013); 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.1008-07-7,7-Chloro-1H-indole-3-carbaldehyde,as a common compound, the synthetic route is as follows.

To a stirring solution of 7-chloro-?H-indole-3-carbaldehyde SM1 (200 mg, 1.lmmol) in MeOH (10m1),was added TMSCN (168mg, 1.5mmol), NH3 (gas) was chargedinto the mixture at 0C. The reaction mixture stirred at 45C for 3 h. After consumption of the starting material (by TLC), the reaction mixture concentrated under reduced pressure to obtain crude product, which washed with ether to afford compound 1 (200mg, 88%). TLC:30% EA/PE (Rf: 0.3). LC-MS: m/z = 206[(M+1)], 1008-07-7

As the paragraph descriping shows that 1008-07-7 is playing an increasingly important role.

Reference：
Patent; ABBVIE INC.; KESICKI, Edward A.; WANG, Ce; PATANE, Michael A.; KLUGE, Arthur F.; VAN DRIE, JR., John H.; (121 pag.)WO2016/44777; (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

1008-07-7, 7-Chloro-1H-indole-3-carbaldehyde is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 7-chloro-1H-indole-3-carboxaldehyde36 (3.6 g, 20 mmol),hydroxylamine hydrochloride (1.40 g, 20 mmol), sodium acetate (1.60 g,20 mmol), glacial acetic acid (63 g, 60 mL) and acetic anhydride (2.2 g,2 mL) was placed in a round bottomed flask and heated under reflux for 4 h. Then the reaction mixture was cooled and poured into ice water. The resulting precipitate was filtered, washed with water, dried and recrystallised from methanol to give the pure product 7-chloro-1H-indole-3-carbonitrile (3.1 g, 88% yield): m.p. 180-182 C. 1H NMR(DMSO-d6, 400 MHz) delta 7.19-7.35 (m, 2H), 7.58-7.64 (m, 1H), 8.32 (d,J = 5.0 Hz, 1H), 12.61 (s, 1H). 13C NMR (DMSO-d6, 100 MHz) delta 113.5,115.7, 118.3, 119.6, 120.1, 122.2, 123.4, 127.9, 137.4. IR (KBr) numax/cm-1 3272, 3124, 2240, 1583, 1441, 1352, 1300, 1211., 1008-07-7

1008-07-7 7-Chloro-1H-indole-3-carbaldehyde 643958, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Article; Wang, Hongshe; Zhao, Weixing; Journal of Chemical Research; vol. 39; 6; (2015); p. 321 – 323;,
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.1008-07-7,7-Chloro-1H-indole-3-carbaldehyde,as a common compound, the synthetic route is as follows.,1008-07-7

General procedure: To the solution of compounds 18a-i (1 equiv) in MeCN wasadded NaH (3 equiv) and 4-Chlorobenzyl chloride (1.5 equiv) atroom temperature. The reaction mixture was stirred at roomtemperature for 4 h. The mixture was extracted with ethyl acetate,washed with brine, dried (Na2SO4), and filtered. The filtrate wasconcentrated in vacuo, and the residue was purified by columnchromatography (silica gel, ethyl acetate/Petroleum ether) to givethe desired product.

The synthetic route of 1008-07-7 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Liu, Hong-Min; Suo, Feng-Zhi; Li, Xiao-Bo; You, Ying-Hua; Lv, Chun-Tao; Zheng, Chen-Xing; Zhang, Guo-Chen; Liu, Yue-Jiao; Kang, Wen-Ting; Zheng, Yi-Chao; Xu, Hai-Wei; European Journal of Medicinal Chemistry; vol. 175; (2019); p. 357 – 372;,
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

1008-07-7, 7-Chloro-1H-indole-3-carbaldehyde is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a solution of 3-benzyl-5-(2-hydroxyethyl)-4-methylthiazol-3-ium chloride in ethanol was added triethylamine and the mixture was stirred at 70 C for 5 min. To the resulting yellow solution were added an aldehyde and a solution of an imine in ethanol. The reaction mixture was stirred in a sealed tube at 50 – 70 C for 18 – 170 h, after which the reaction mixture was irradiated in a microwave oven at 160 C for 4 min. The reaction mixture was concentrated under reduced pressure and the crude material was purified by flash chromatography on silica gel or precipitation.

1008-07-7, As the paragraph descriping shows that 1008-07-7 is playing an increasingly important role.

Reference：
Patent; KATHOLIEKE UNIVERSITEIT LEUVEN; BARDIOT, Dorothee; CARLENS, Gunter; DALLMEIER, Kai; KAPTEIN, Suzanne; McNAUGHTON, Michael; MARCHAND, Arnaud; NEYTS, Johan; SMETS, Wim; WO2013/45516; (2013); 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

1008-07-7, 7-Chloro-1H-indole-3-carbaldehyde is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1008-07-7, Compound 1b (1.0 mmol, 177 mg) was added to a 25 mL sealed tube.Compound 2j (0.5 mmol, 89.8 mg), iodine (0.5 mmol, 127 mg),Pyridine (0.5 mmol, 39.6 mg) and 1,4-dioxane (2 mL),The reaction was then stirred in an oil bath at 110 C for 12 h. The reaction was quenched by the addition of 50 mL EtOAc (EtOAc)The organic phase was washed successively with a Na2S2O3 solution having a mass concentration of 10% and saturated brine, and dried over anhydrous sodium sulfate. Filter, spin dry,Separated by silica gel column(petroleum ether/ethyl acetate = 10/1, v/v)The white solid product 3u (112.4 mg, 59%) was obtained.

The synthetic route of 1008-07-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Xinxiang Medical University; Gao Qinghe; Liu Xingxia; Yuan Huan; Wang Yakun; Tong Peiyuan; Shen Haotian; Zhang Zhiang; Zhang Weirong; Zhang Jixia; (22 pag.)CN108976198; (2018); 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.1008-07-7,7-Chloro-1H-indole-3-carbaldehyde,as a common compound, the synthetic route is as follows.

We heated a mixture of (1-6) (1 mmol) and l-methylimidazol-255(l,3H)- dione (which we synthesized according to the method used by Janin et al., Eur. J. Org. Chem. 2002:1763-1769, 2002) (250mg, 2.5 mmol) in piperidine (2 mL) at 1100C for four hours under an argon atmosphere. Then, we allowed the reaction mixture to cool in a refrigerator (~ 5C) with the addition of ether (2 mL). We filtered the precipitate and washed it with ether to give (1-7). 1H NMR (500 MHz, DMSO-d6): delta 12.15 (IH, br s), 10.26 (IH, br s), 8.23 (IH, s), 7.79 (IH, d, J = 8.0 Hz), 7.27 (IH, d, J = 8.0 Hz,), 7.13 (IH, t, J = 7.8 Hz), 6.82 (IH, s), 2.97 (3H, s).

1008-07-7, The synthetic route of 1008-07-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; PRESIDENT AND FELLOWS OF HARVARD COLLEGE; THE BRIGHAM AND WOMEN’S HOSPITAL, INC.; WO2007/75772; (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

1008-07-7, 7-Chloro-1H-indole-3-carbaldehyde is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of Chloro-1H-indole-3-carbaldehyde (100 mg, 0.56 mmol) in MeOH (10 mL) was treated with hydroxylammonium chloride (43 mg, 0.61 mmol), stirred at 23 C for 3 h and treated with nickel(ll) chloride hexahydrate (139 mg, 0.59 mmol). The mixture was cooled to – 78 C, treated portionwise with sodium borohydride (421 mg, 1 1.1 mmol), stirred at -78 C for 1 h before being warmed to RT slowly and stirred until gas evolution had ceased. The mixture was filtered through a syringe filter and evaporated. The residue was dissolved in aqueous 1 % NH3 (30 mL), extracted with EtOAc (3 x 20 mL), dried over anhydrous Na2S04, filtered and evaporated to give the crude ((7-chloro-1 indol-3-yl)methanamine (100 mg, 99%). The product was unstable and was used immediately in the next step without further purification., 1008-07-7

As the paragraph descriping shows that 1008-07-7 is playing an increasingly important role.

Reference：
Patent; EUROPEAN MOLECULAR BIOLOGY LABORATORY; WILL, David William; REID, George; CHARAPITSA, Iryna; LEWIS, Joe; (138 pag.)WO2018/229197; (2018); 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