Category: indole-building-block

101861-63-6, 4,6-Dichloroindole-2-carboxylic acid is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A flask was charged with tert-butyl l,8-diazaspiro[4.5]decane-8-carboxylate (165 mg, 0.69 mmol, 1 equiv), 4,6-dichloro-lH-indole-2-carboxylic acid (219 mg, 0.95 mmol, 1.39 equiv) and DMF (5 mL). The mixture was stirred until all reagents were solubilized prior to the addition of HATU (339 mg, 0.89 mmol, 1.29 equiv) and TEA (383 mu, 2.75 mmol, 3.99 equiv). The reaction mixture was stirred overnight at room temperature, poured into EtOAc (5 mL), washed with sat. NaHC03 (5 mL) and brine (5 mL), dried over Na2S04, concentrated under reduced pressure, and purified over silica to afford tert-butyl l-(4,6-dichloro-lH-indole-2- carbonyl)-l,8-diazaspiro[4.5]decane-8-carboxylate (247 mg, 79% yield). LCMS (ESI, m/z): 452.1 [M+H]+.

101861-63-6, As the paragraph descriping shows that 101861-63-6 is playing an increasingly important role.

Reference：
Patent; ABIDE THERAPEUTICS, INC.; GRICE, Cheryl A.; WEBER, Olivia D.; BUZARD, Daniel J.; SHAGHAFI, Michael B.; JONES, Todd K.; (275 pag.)WO2019/46318; (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

938465-52-2, 1-Chloro-5H-pyrido[4,3-b]indole-4-carboxamide is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,938465-52-2

To the mixture of Intermediate 1(1 g, 4.07 mmol) in 30 mL of CF3COOH was added NIS (0.916 g, 4.07 mmol), then the mixture was stirred at room temperature overnight.Water (200 mL) was added into the mixture after it was cooled to room temperature, which wasfiltered and washed with water to yield 1 -chloro-8-iodo-5H-pyrido[4,3 -bj indole-4-carboxamide,which was used in the next step without further purification. ?HNMR(300MHz, DMSO-d6)oe12.33 (s, 1 H), 8.67 (s, 1 H), 8.61 (s,1 H), 8.37 (s, 1 H), 7.83 (d, J=8.4 Hz, 1 H), 7.61 (d, J=8.4Hz, 1 H) ppm.

The synthetic route of 938465-52-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; MERCK SHARP & DOHME CORP.; LIU, Jian; KOZLOWSKI, Joseph; KIM, Ronald; GAO, Xiaolei; BOGA, Sobhana Babu; YU, Younong; WU, Hao; LIU, Shilan; YANG, Chundao; (102 pag.)WO2016/164284; (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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.59908-47-3,5-Chloro-1-methyl-1H-indole-2-carboxylic acid,as a common compound, the synthetic route is as follows.

59908-47-3, Step 3: Synthesis of 5-chloro-l-methyl-N-{4-[(pyrimidin-2-yl)({[2- (trimethylsilyl)ethoxy] methyl})sulfamoyl]phenyl}-lH-indole-2-carboxamide 43.3 [00511] To a solution of 5-chloro-l-methyl-lH-indole-2-carboxylic acid (43.2, 81 mg, 0.39 mmol) in MeCN (dry, 5ml) was added 4-amino-N-phenyl-N-{[2- (trimethylsilyl)ethoxy]methyl}benzene-l-sulfonamide (150 mg, 0.4 mmol) and 3-picoline (57 mu, 0.58 mmol). To this solution was added methanesulfonyl chloride (36 mu, 0.46 mmol) and the mixture was stirred under nitrogen at rt. After 60h the solvent was removed in vacuo and the crude material purified by flash column chromatography (heptane/EtOAc 80/20 to 60/40) to obtain 97 mg (43%) of 5-chloro-l-methyl-N-{4-[(pyrimidin-2-yl)({[2- (trimethylsilyl)ethoxy]methyl})sulfamoyl]phenyl}-lH-indole-2-carboxamide 43.3 as a white powder.

The synthetic route of 59908-47-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; RAZE THERAPEUTICS, INC.; SAIAH, Eddine; (148 pag.)WO2016/40449; (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

1265231-91-1, 3-(Dimethylamino)-2-(1-(phenylsulfonyl)-1H-indole-2-carbonyl)acrylonitrile is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

N-(5-Hydrazinyl-1H-benzo[d]imidazol-2-yl)acetamidedihydrochloride 3d (500mg, 1.8mmol) and 3-(dimethylamino)-2-(1-(phenylsulfonyl)-1H-indole-2-carbonyl)acrylonitrile 1f (477mg, 1.26mmol) were suspended in 20mL of absoluteethanol, the reaction solution was refluxed for 4 hours. The solution was subjected to suction filtration, the filtercake was washed with 5mL of ethanol then the filtrate was concentrated under reduced pressure. The residue wasfurther separated and purified by silica gel column chromatography (developing agent: system B) to obtainN-(5-(5-amino-4-(1-(phenylsulfonyl)-1H-indole-2-carbonyl)-1H-pyrazol-1-yl)-1H-benzo[d]imida zol-2-yl) acetamide 3e(134mg, brown solid), yield: 13.8%.MS m / z (ESI): 539.8 [M + 1]

1265231-91-1, The synthetic route of 1265231-91-1 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Zhejiang Hisun Pharmaceutical Co., Ltd; CHEN, Lei; GUAN, Dongliang; BAI, Hua; YAN, Xing; MIAO, Shuai; ZHU, Songsong; (54 pag.)EP3339305; (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.1145678-74-5,(1-Tosyl-1H-indol-4-yl)methanamine,as a common compound, the synthetic route is as follows.

Example 3: 1-U1H-indol-4-vhmethvn-9-f4.6-dimethylpyrimidin-2-yl)-1,9- diazaspiror5.51undecan-2-onea) tert-butyl 4-allyl-4-((1-tosvH H-indol-4-yl)methylamino)piperidine-1-carboxylateTo a stirred mixture of 1-Boc-piperidin-4-one (0.25 g, 1.256 mmol), 4 A molecular sieves (0.25 g), allyl boronic acid pinacol ester (0.255 g, 1.507 mmol) in toluene (10.0 mL), 1-tosyl- 1H-indol-4-yl)methanamine (0.45 g, 1.507 mmol) was added and the reaction mixture was heated to reflux for 16 h. The mixture was filtered through a pad of celite. The filtrate was concentrated under reduced pressure and the residue was purified by column chromatography (eluent: 10% ethyl acetate in hexane) to yield the title compound as a white solid (0.2 g, 70%). [LCMS RtE = 0.341 , [M+H]+ = 524.0]

1145678-74-5, As the paragraph descriping shows that 1145678-74-5 is playing an increasingly important role.

Reference：
Patent; NOVARTIS AG; BADIGER, Sangamesh; BEHNKE, Dirk; BETSCHART, Claudia; COTESTA, Simona; HINTERMANN, Samuel; OFNER, Silvio; PANDIT, Chetan; ROY, Bernard Lucien; WO2012/55888; (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.343-90-8,1-(5-Fluoro-1H-indol-3-yl)-N,N-dimethylmethanamine,as a common compound, the synthetic route is as follows.

Example 167; 2-(3-Fluoro-phenyl)-4-methyl-pyrimidine-5-carboxylic acid [5-fluoro-3- (2-pyridin-3-yl- ethyD-indol-l-yli- amide; Step 1 : A solution of 5-fluorogramine (576 mg, 3 mmol) and pyridine-3-carboxaldehyde (531 mg, 3 mmol) in MeCN (6 mL) is treated with Bu3P (1.12 mL, 4.5 mmol) and stirred at 900C for 24 h. The mixture is concentrated, filtered through a pad of silica gel eluting with 30% EtOAc in heptane to afford 5-fluoro-3-(2-pyridin-3-yl-vinyl)-lH-indole as a mixture of olefin isomers, which is used in the next step without further purification., 343-90-8

As the paragraph descriping shows that 343-90-8 is playing an increasingly important role.

Reference：
Patent; SANOFI-AVENTIS; WO2008/121670; (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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1265231-91-1,3-(Dimethylamino)-2-(1-(phenylsulfonyl)-1H-indole-2-carbonyl)acrylonitrile,as a common compound, the synthetic route is as follows.

5-Hydrazinyl-1H-benzo[d][1,2,3]triazole 5b (583mg, 1.98mmol) and 3-(dimethylamino)-2-(1-(phenylsulfonyl)-1H-indole-2-carbonyl)acrylonitrile 1f (550mg, 1.45mmol) were suspended in 30mL of absolute ethanol, the reaction solution was heated to reflux for 4 hours. The reaction solution was diluted with 100mL of ethyl acetate, washed with saturated sodium bicarbonate solution (20mL) and then saturated sodium chloride solution (20mL), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to obtain (5-amino-1-(1H-benzo[d][1,2,3]triazol-5-yl)-1H-pyrazol-4-yl)(1-(phenylsulfonyl)-1H-indol-2-yl) methanone 5c (555mg, brown solid), yield: 89%. MS m / z (ESI): 483.8 [M + 1]

1265231-91-1, 1265231-91-1 3-(Dimethylamino)-2-(1-(phenylsulfonyl)-1H-indole-2-carbonyl)acrylonitrile 68005411, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; Zhejiang Hisun Pharmaceutical Co., Ltd; CHEN, Lei; GUAN, Dongliang; BAI, Hua; YAN, Xing; MIAO, Shuai; ZHU, Songsong; (54 pag.)EP3339305; (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.343-93-1,1-(6-Fluoro-1H-indol-3-yl)-N,N-dimethylmethanamine,as a common compound, the synthetic route is as follows.

Step 2: In a round bottom flask with stir bar under nitrogen was placed 1 -(6-fluoro- 1 H-indol-3-yl)-N,N-dimethylmethanamine (21.03 g, 109.4 mmol). THF (200 rnl_) was added with stirring until all solid was in solution. In one portion iodomethane (17 ml_, 273.5 mmol) was added. Almost immediately a yellow precipitate formed. Stirring was continued overnight, after which time the solution was concentrated to dryness to provide 1-(6-fluoro-1 H-indol-3-yl)-N,N,N- trimethylmethanaminium iodide, which was used in the next step without further purification., 343-93-1

343-93-1 1-(6-Fluoro-1H-indol-3-yl)-N,N-dimethylmethanamine 2774471, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; WYETH; LUNDQUIST IV, Joseph Theodore; MAHANEY, Paige Erin; KIM, Younghee Callain; WO2010/36362; (2010); 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.885519-01-7,6-Bromo-4-chloro-1H-indole,as a common compound, the synthetic route is as follows.

885519-01-7, To a solution of 6-bromo-4-chloro-1H-indole (500 mg, 2.17 mmol), 1-methyl-4-(4,4,5,5-tetramcthyl-I ,3,2-dioxaborolan-2-yl)-1H-pyrazole (0.54 g, 2.60 mmol) and Na2CO3 (0.69 g,6.51 minol) in DME/T-120 (10 mL, 4: 1) was added bis(triphenylphosphine)palladium(II) dichloride (140 mg, 0.22 mmol). The mixture was heated to 120 C for 12 h under a nitrogen the mixture was extracted with EtOAc (10 mL x3). The combined organic layers werewashed with sat. aq. NaHCO3 (10 mL x 3), dried over anhydrous Na2SO4 and concentrated in vacuo. The crude residue was purified by silica gel chromatography (petroleum ether EtOAc= 3: 1) to give the title compound (0.38 g, 76%) as a light yellow solid.

885519-01-7 6-Bromo-4-chloro-1H-indole 24728099, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; GENENTECH, INC.; CONSTELLATION PHARMACEUTICALS, INC.; ROMERO, F. Anthony; MAGNUSON, Steven; PASTOR, Richard; TSUI, Vickie Hsiao-Wei; MURRAY, Jeremy; CRAWFORD, Terry; ALBRECHT, Brian, K.; COTE, Alexandre; TAYLOR, Alexander, M.; LAI, Kwong Wah; CHEN, Kevin, X.; BRONNER, Sarah; ADLER, Marc; EGEN, Jackson; LIAO, Jiangpeng; WANG, Fei; CYR, Patrick; ZHU, Bing-Yan; KAUDER, Steven; (0 pag.)WO2016/86200; (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

640735-23-5, 4-Fluoro-7-azaindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

640735-23-5, 00341] 4-Fluoro-lH-pyrrolo[2,3-b]pyridine (1.80 g, 13.2 mmol, prepared as described inThibault, et al. as cited in Scheme 1 above) was added slowly to fuming HNO3 at 00C and stirred for 10 minutes. Ice was then added, followed by the addition of water. The reaction was then filtered, and the solid product was washed with water and dried to give 4-fluoro-3-nitro-lH- pyrrolo[2,3-b]pyridine (1.80 g, 75.2% yield).

The synthetic route of 640735-23-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ARRAY BIOPHARMA INC.; WO2009/89352; (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