Indole Building Blocks

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.101774-27-0,6-Bromo-1H-indole-3-carboxylic acid,as a common compound, the synthetic route is as follows.

Step 9; -Bromo-lH-indole-S-carboxylic acid methyl ester; Acetyl chloride (29,43 g, 374 mmol) is added slowly at room temperature to a solution of 6-bromo-indole-3-carboxylic acid (45 g, 187.46 mmol) in 50OmL of methanol and the resulting solution is stirred at 650C overnight. The reaction is cooled to room temperature. A white precipitates appears when cooling. After stirring 2h at room temperature, the solid is filtered off and dried under vacuum. 34.4g (72%) of the title compound is obtained as a light brown solid. MS (m/e): 254 (M+ 1)

101774-27-0, 101774-27-0 6-Bromo-1H-indole-3-carboxylic acid 15284837, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; ELI LILLY AND COMPANY; WO2009/12125; (2009); 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

436091-59-7, 4-Bromo-7-methoxy-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[0171] Step a: To a suspension of 4-bromo-7-methoxy-1H-indole (800 mg, 3.5 mmol), 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi(1,3,2-dioxaborolane) (1.6 g, 6.3 mmol), and KOAc (1.6 g, 16.3 mmol) in p-dioxane (10 mL) was added Pd(dppf)Cl2 complex with dichloromethane (800 mg, 0.97 mmol). The reaction mixture was degassed (N2) for 2 min and stirred at 100 C for 3 h. The reaction mixture was diluted with EtOAc, filtered through Celite. The solvent was removed under reduced pressure and the residue was purified by silica gel flash chromatography (5 to 25% EtOAc in hexanes) to give 7-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H- indole . MS: (ES) m/z calculated for C15H21BNO3 [M + H]+ 274.2, found 274.2.

436091-59-7, The synthetic route of 436091-59-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CHEMOCENTRYX, INC.; FAN, Pingchen; LANGE, Christopher W.; LUI, Rebecca M.; MALATHONG, Viengkham; MALI, Venkat Reddy; PUNNA, Sreenivas; SINGH, Rajinder; TANAKA, Hiroko; ZENG, Yibin; ZHANG, Penglie; (284 pag.)WO2018/222598; (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

26340-49-8, 2-Iodo-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a suspension of NaH (ca. 60wt%, 123 mg, 3.08 mmol) in THF (3 mL) at 0 C was added a solutionof 6 (500 mg, 2.06 mmol) in THF (4 mL). The reaction mixture was stirred at 0 C for 10 min and RTfor 15 min. A solution of TBSCl (466 mg, 3.09 mmol) in THF (3 mL) was added dropwise and thereaction mixture was heated to reflux for 2h. After cooling to RT, the reaction was quenched with H2O(20 mL) and extracted with AcOEt (3 x 30 mL). The organic layers were combined, dried over MgSO4,and concentrated in vacuo. The residue was purified by flash chromatography (silica gel, hexane) toafford 2b (540 mg, 73% yield) as a light yellow oil.

26340-49-8, As the paragraph descriping shows that 26340-49-8 is playing an increasingly important role.

Reference£º
Article; Miyamoto, Hiroshi; Hirano, Tomohiro; Okawa, Yoichiro; Nakazaki, Atsuo; Kobayashi, Susumu; Tetrahedron; vol. 69; 45; (2013); p. 9481 – 9493;,
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.245-08-9,5H-Pyrido[3,2-b]indole,as a common compound, the synthetic route is as follows.

Sub 1-3(4) round bottom flask (3.36g, 20mmol), Sub 1-2 (1) (4g, 20mmol), Pd2(dba) 3 (0.9g, 1mmol), PPh3 (0.5g, 2mmol) , the reaction proceeds at 100 C afterloading the NaOt-Bu (5.8g, 60mmol), toluene (210 mL). After completion of reaction,the organic layer was dried over MgSO4, and extracted with water and ether andrecrystallized silicagel column and the resulting organics concentrated to give 4.9g andthen the Sub 1 (B) -1. (Yield: 74%)

245-08-9, 245-08-9 5H-Pyrido[3,2-b]indole 6451402, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; DUK SAN NEOLUX CO., LTD.; PARK, JEONG KEUN; KIM, SEUL GI; PARK, HYOUNG KEUN; CHO, HYE MIN; PARK, JONG GWANG; KIM, SEOK HYEON; MOON, SOUNG YOON; LEE, TAE WON; (60 pag.)KR2015/121394; (2015); 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.7135-31-1,2-Chloro-1H-indole,as a common compound, the synthetic route is as follows.

7135-31-1, General procedure: Intermediate 1-1 (5.0 g, 0.018 mol), 4-bromo-N,N-dip-tolylaniline (12.5 g, 0.036 mol), Pd(dba)2 (0.8 g, 0.0009 mol), sodium-tert-butoxide (3.5 g, 0.052 mol) in TOL 200 ml was reacted with stirring for 4 hours at 95 C. Reaction after H20:MC column purification after separation of to the compounds (n-HEXANE: MC) 11.2 g (75% yield) of compound 1 are obtained. 2-chloro-1H-indole (3.0 g, 0.020 mol) bromobenzene (3.1 g, 0.020 mol) for inserting and removing manufacturing e.g. in the embodiment 1-(2) the same method used in the synthesis of 3.3 g (73% yield) is obtained. (m/z=227)

The synthetic route of 7135-31-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; P&H tech; Hyeon, Seo Young; Jong, Song Ok; Oh, Hyeon Jin; (92 pag.)KR2015/131700; (2015); 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

15861-24-2, Indole-5-carbonitrile is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation 69: l-(Benzenesulfonyl)indole-5-carbonitrile; [812] To 30OmL of anhydrous tetrahydrofuran was dissolved sodium hydride (23.4g, 537mmol) at O0C. lH-indole-5-carbonitrile (25.43g, 179mmol) was dissolved in 10OmL of anhydrous tetrahydrofuran, which was then slowly added in drops at O0C. The mixture was stirred for 30 min. Benzenesulfonyl chloride (63.2g, 358mmol) was dissolved in 10OmL of anhydrous tetrahydrofuran, which was then slowly added in drops at O0C. The mixture was slowly warmed to room temperature while stirring for 15 h. After completion of the reaction, ethyl acetate was added. The mixture was washed with IN hydrochloric acid. The organic layer was concentrated under reduced pressure, and the resulting solid was washed with ethanol and dried to give 45.84g (157mmol, Yield 86%) of the title compound.[813] NMR 1H-NMR(CDCl3) delta 8.09(1H, d), 7.90(3H, m), 7.7O(1H, d), 7.55-7.62(2H, m), 7.49(2H, t), 6.73(1H, d)[814] Mass(EI): 283(M++1), 15861-24-2

15861-24-2 Indole-5-carbonitrile 27513, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; LG LIFE SCIENCES LTD.; CHOI, Sung Pil; KIM, Geun Tae; SONG, Jeong Uk; KIM, Tae Hun; LIM, Dong Chul; KANG, Seung Wan; KIM, Hyung Jin; WO2010/93191; (2010); 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.25235-85-2,4-Chloroindole,as a common compound, the synthetic route is as follows.

General procedure: POCl3 (13.09 g, 85.36 mmol) was slowly added dropwise to DMF(10 mL) under ice bath. The mixture was stirred at ice bath for30 min. Then, DMF (6.24 g, 85.36 mmol) solution of indole (5 g,42.68 mmol) was added dropwise to the reaction system. Keepingthe reaction at room temperature for 3 h, ice water and 10% NaOHaq. were added into the reaction system to pH of 7-8 and continue to stir to a lot of white solid precipitation. The solid was recrystallizedfrom ethyl acetate and petroleum ether to obtain compound3 in yields of 97.6%., 25235-85-2

Big data shows that 25235-85-2 is playing an increasingly important role.

Reference£º
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

13544-43-9, 6-(Trifluoromethyl)-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

13544-43-9, To a solution of 6-trifluoromethyl indole (1.33 g, 7.18 mmol) in DMSO (7 mL) was added portionwise potassium hydroxide (0.75 mL, 13.37 mmol). The resulting solution was stirred at room temperature for 15 minutes. To this was added methyl-2-bromo propionate (3.6 mL, 32.29 mmol) in a single portion. The reaction mixture was stirred at room temperature for 16 hrs. The solution was cooled to 0 C. and quenched with water (20 mL). The mixture was extracted with CH2Cl2 (50 mL). This solution was washed with a saturated solution of ammonium chloride (2¡Á20 mL), brine (200 mL), dried over sodium sulfate, filtered, and concentrated. Purification via silica gel chromatography using 15-40% CH2Cl2 in hexanes gave the methyl ester as a clear oil (0.89 g, 3.23 mmol, 45% yield). LC/MS (10%/99% CH3CN (0.035% TFA)/H2O (0.05% TFA), m/z: M+1 obs=272.0; tR=3.56 min. 1H NMR (400 MHz, CDCl3) delta 7.73 (d, J=8.3 Hz, 1H), 7.62 (s, 1H), 7.45 (d, J=3.3 Hz, 1H), 7.39 (d, J=8.4 Hz, 1H), 6.67 (d, J=3.2 Hz, 1H), 5.26-5.20 (m, 1H), 3.76 (s, 3H), 1.88 (d, J=7.3 Hz, 3H).

The synthetic route of 13544-43-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Martinborough, Esther; Fanning, Lev T.D.; Sheth, Urvi; Wilson, Dean; Termin, Andreas; Neubert, Timothy; Zimmermann, Nicole; Knoll, Tara; Whitney, Tara; Kawatkar, Arati; Lehsten, Danielle; Stamos, Dean; Zhou, Jinglan; Arumugam, Vijayalaksmi; Gutierrez, Corey; US2008/27067; (2008); 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

271-34-1, 5-Azaindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 5-azaindole (5.00 g) and Et3N (12 mL) was added (Boc)20 ( 14 mL) dropwise at 0C. The mixture was stirred for 6 h, then diluted with water and extracted with EtOAc. The organic layer was dried over Na2S04 for 1 h and filtered. The filtrate was concentrated in vacuo and the residue was chromatographed with a silica gel column (eluting agent: 3: 1 (v/v) PE/EA) to give the title compound as transparent liquid (9.00 g, 97.00 %). The compound was characterized by the following spectroscopic data: ? NMR (400 MHz, CDC13) ?: 1.65 (s, 9H), 6.62 (d, J = 3.6 Hz, 1H), 7.25 (d, J = 5.3 Hz, 1 H), 7.50 (d, J = 3.5 Hz, 1H), 8.42 (d, J= 5.3 Hz, 1 H), 9.43 (s, lH) ppm., 271-34-1

The synthetic route of 271-34-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Jiancun; ZHANG, Yingjun; ZHANG, Weihong; LIU, Bing; ZHANG, Jiquan; LIU, Jinlei; ZHANG, Lu; WO2013/71697; (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

399-76-8, 5-Fluoroindole-2-carboxylic acid is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5-Fluorondole-2-carboxylic acid (5.00g, 27.91mmol) was added to ethanol (50mL) at 0 ¡ãC. SOCl2 (9.84g, 82.71mmol) was added to the mixture and the reaction mixture was warmed to reflux and stirred for 5 hours. TLC showed the reaction was complete, the reaction mixture was concentrated, and saturated aqueous NaHCO3 solution (15mL) was added thereto. The resulting mixture was extracted with DCM (100mL * 2) and the organic phase was dried over anhydrous sodium sulfate and concentrated to deliver the title compound (light yellow solid, 5.50g, yield 85.60percent). 1H-NMR (400 MHz, CDCl3) delta 9.00 (br. s., 1 H), 7.31 – 7.39 (m, 2 H), 7.19 (d, J=1.2Hz, 1 H), 7.10 (td, J=9.0, 2.4 Hz, 1 H), 4.43 (q, J=7.1 Hz, 2 H), 1.43 (t, J=7.1 Hz, 3 H)., 399-76-8

399-76-8 5-Fluoroindole-2-carboxylic acid 1820, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; GUANGDONG ZHONGSHENG PHARMACEUTICAL CO., LTD; DING, Charles Z.; CHEN, Shuhui; ZHAO, Baoping; LIU, Xile; XIAO, Linxia; DING, Chao; WANG, Fei; LI, Jian; (153 pag.)EP3290419; (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