Tag: M.W:100-200

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6127-17-9,6-Chloro-2-methyl-1H-indole,as a common compound, the synthetic route is as follows.

6127-17-9, To a solution of 0.38 g (2.3 mmol) 6-chloro-2-methyl-1H-indole in 20 ml 1,2-dichloroethane at 0 C. were added 0.35 ml (2.5 mmol) trifluoroacetic anhydride. The reaction mixture was quenched with aqueous 2 M sodium carbonate solution after 30 min and extracted with dichloromethane (3*100 ml). The combined organic layers were dried over sodium sulfate and concentrated in vacuo to give the title compound (0.57 g; 95%) as an off-white solid. MS m/e (%): 260 (M-H+, 100).

6127-17-9 6-Chloro-2-methyl-1H-indole 271553, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; Bissantz, Caterina; Grundschober, Christophe; Ratni, Hasane; Rogers-Evans, Mark; Schnider, Patrick; US2007/27163; (2007); 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.162100-42-7,6-Chloro-5-methyl-1H-indole,as a common compound, the synthetic route is as follows.

a) 1-(6-Chloro-5methyl-1H-indol-3-yl)-2,2,2-trifluoro-ethanone; Using a procedure described in J. Med. Chem. 1991, 34, 140, from 0.250 g (0.002 mol) of 6-chloro-5-methyl-1H-indole were prepared 0.38 g (96%) of the title compound as a white solid.

162100-42-7, The synthetic route of 162100-42-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Bissantz, Caterina; Grundschober, Christophe; Ratni, Hasane; Rogers-Evans, Mark; Schnider, Patrick; US2007/21463; (2007); 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

879-37-8, Indole-3-acetamide is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,879-37-8

Indole amide (1d) (2.09 g, 12 mmol) and 5-bromopyrimidine (2.48 g, 15.6 [MMOL)] were dissolved in DMF (12 mL), and potassium carbonate (1.82 g, 13.2 [MMOL)] and [CUO] (477 mg, 6.0 [MMOL)] were added and the reaction was stirred at 165 [C] for 18 h. The volatiles were removed under vacuo and the residue was partitioned between [CHC13] (300 mL) and water (150 mL). Two layers were separated and the aqueous layer was extracted with [CHC13] (100 mL). The combined organic layers were washed with water, brine and then filtered through Celite to remove insolubles. The filtrate was evaporated under vacuo to ca. 30 mL of volume, to which were added EtOAc (50 mL) and hexane (20 mL). The mixture was cooled to 0 [C,] and the resulting solid was collected by filtration to give 1.30 g of Compound 4a as a light yellow [SOLID.’H] NMR (CD30D) 8 9.13 (s, 1 H), 9.10 (s, 2 H), 7.69 (d, J = 8.0 Hz, 1 H), 7.60 (d, J = 8.2 Hz, 1 H), 7.53 (s, 1 H), 7.30-7. 22 (m, 2 H), 3.74 (s, 2 H). ES-MS m/z 253 [(MH+).] The a-keto ester 1c (78 mg, 0.28 [MMOL)] and amide Compound 4a (50 g, 0.2 [MMOL)] were combined in dry THF (3 mL) under argon and cooled in an ice bath as 1 M potassium t-butoxid in THF (0.8 mL, 0.8 [MMOL)] was added dropwise. The reaction mixture was stirred at 0 [C] for 40 min, then rt for 80 min. The mixture was cooled back to 0 [C] while 12 N [HCI] (1 mL) was slowly added. After stirred at rt for 5 min, the mixture was diluted with H20 (5 mL), basified with 3N [NAOH,] and extracted with EtOAc. The organic layers were combined and washed with brine, dried [(NA2SO4)] and evaporated in vacuo to give a crude solid. The crude product was purified by reverse-phase HPLC using a gradient of 10% to 90% [ACETONITRILE/WATER] (containing 0.2% TFA) to afford Compound 11 (32 mg) as a red-orange solid (TFA [SALT).’H] NMR (DMSO-d6) [8] 9.26 (s, 1 H), 9.07 (s, 2 H), 8.74 (s, 1 H), 8.66 (d, J = 3.6 Hz, [1] H), 8.14 (s, 1 H), 8.08 (m, 1 H), 8.05 (s, 1 H), 7.66 (dd, [J = 4.] 7,8. 2 Hz, 1 H), 7.61 (d, [J =] 8.3 Hz, 1 H), 7.53 (d, J = 8.3 Hz, [1] H), 7.20 (m, 2 H), 7.12 (s, 1 H), 7.09 (s, [1H),] 6.96 (m, 2H). ES-MS m/z 483 (MH+).

879-37-8 Indole-3-acetamide 397, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; Janssen Pharmaceutica N.V.; WO2003/104222; (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

53924-05-3, 7-Chloroindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

53924-05-3, Example 16 Procedure Used for the Preparation of 1-4. Exemplified for the Preparation of 6-chloroindole-3-carboxaldehyde (1) Phosphorus oxychloride (0.66 mL, 7 mmol) was added dropwise to anhydrous DMF (5 mL) at 0 C. under argon. A solution of 7-chloroindole (1 g, 6.6 mmol) in anhydrous DMF (15 mL) was added dropwise at room temperature and the resulting mixture was stirred for 2 h. The reaction mixture was poured into ice and saturated NaHCO3 and extracted with ethyl acetate. The combined organic solutions were washed with saturated NaCl (10 mL*3), dried over anhydrous MgSO4, filtered and concentrated to give 990 mg of product, 1, as a yellow-orange solid (83%).

53924-05-3 7-Chloroindole 104644, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; Brigham and Women’s Hospital, Inc.; President and Fellows of Harvard College; US2005/119260; (2005); 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.31241-19-7,5-Methoxy-2,3,3-trimethyl-3H-indole,as a common compound, the synthetic route is as follows.

5-Methoxy-2,3,3-trimethyl-3H-indole (2 g, 10.6 mmol) and 1-bromobutane (4.3 g, 31.7 mmol) were dissolved in 60 mL acetonitrile and warmed to 75 C The reaction was refluxed for 50 h. After the reaction was completed, it was filtered to give a brown oily liquid (2.1 g,Yield 61.0%,After purification by column chromatography, 2-2 1.5 g of pale yellow solid was obtained.

31241-19-7, As the paragraph descriping shows that 31241-19-7 is playing an increasingly important role.

Reference：
Patent; Shenyang Pharmaceutical University; Wang Dun; Wang Yongjun; Yang Xiaoguang; Lv Qingzhi; (25 pag.)CN108752319; (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.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

2795-41-7, 6-Fluoroindole-3-carboxaldehyde is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a stirred solution of ketone 9b (50 mg, 0.34 mmol) andaldehyde (0.34 mmol) in anhydrous EtOH, piperidine (144.9 mg,1.72 mmol) was slowly added. After stirring for 10 h at 80 C, thereaction mixture was concentrated and extracted with CH2Cl2(3 20 mL). The combined organic layers were then washed withbrine, dried over anhydrous Na2SO4, and concentrated in vacuo toprovide the crude product, which was purified by column chromatography with petroleum/ethyl acetate (4:1) to give thecorresponding pure compounds 18a-i., 2795-41-7

The synthetic route of 2795-41-7 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Xu, Feijie; Li, Wenlong; Shuai, Wen; Yang, Limei; Bi, Yi; Ma, Cong; Yao, Hequan; Xu, Shengtao; Zhu, Zheying; Xu, Jinyi; European Journal of Medicinal Chemistry; vol. 173; (2019); p. 1 – 14;,
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.31241-19-7,5-Methoxy-2,3,3-trimethyl-3H-indole,as a common compound, the synthetic route is as follows.,31241-19-7

5-Methoxy-2,3,3-trimethyl-3H-indole 12 g (0,063 mol) was dissolved in toluene (20 ml), condenser was attached to the flask and acethyl chloride 9 ml (p=1.104 g/Ml, 9,94 g) was added dropwise. After cooling the mixture to ambient temperature, the mixture was stored at 5 C. for 12 h. Formed crystals were filtered, washed with acetone and cold ether. Yield is 6.6 g of indolium chloride (46.12%) as yellowish crystals. M.p. 201-203 C. 1H NMR (400 MHz, DMSO-D6): delta 1.45 (s, 6H, 2*CH3), 2.62 (s, 3H, 2-CH3), 3.82 (s, 3H, 5-OCH3), 7.02 (dd, J=8.8 Hz, J=2.4 Hz, 1H, 6-H), 7.37 (d, J=2.4 Hz, 1H, 4-H), 7.54 (d, J=8.4 Hz, 1H, 7-H). 13C BMR (100 MHz, DMSO-D6): delta 14.3, 22.0 (2*C), 53.8, 55.9, 109.4, 113.9, 117.2, 134.9, 145.3, 159.7, 193.0. IR (KBr), nu (cm-1): 3134 (N-H), 3021, 2973, 1623, 1479, 1404, 1289, 1022, 797.

The synthetic route of 31241-19-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; KAUNAS UNIVERDITY OF TECHNOLOGY; SACKUS, Algirdas; Marynaitis, Vytas; Krikstolaityt, Sonata; Ragaite, Greta; Vengris, Mikas; (12 pag.)US2017/355709; (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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.2795-41-7,6-Fluoroindole-3-carboxaldehyde,as a common compound, the synthetic route is as follows.

Compound 1b (1.0 mmol, 177 mg) was added to a 25 mL sealed tube.Compound 2h (0.5 mmol, 81.6 mg), iodine simple substance (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 of water and extracted with ethyl acetate (50 mL×3).Washing with 10% Na2S2O3 solution and saturated brine,Dry over anhydrous sodium sulfate. Filter, spin dry,Separated by silica gel column(petroleum ether/ethyl acetate = 10/1, v/v)The product was obtained as a white solid 3s (123.7 mg, 68%)., 2795-41-7

The synthetic route of 2795-41-7 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