Tag: M.W:200-300

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.33588-64-6,Ethyl 2-(1H-indol-2-yl)acetate,as a common compound, the synthetic route is as follows.

Separately, hydroxylamine solution (hydroxylamine hydrochloride(541.3 mg, 7.80 mmol, 7.80 eq.) And methanol (2.7 mL)),And sodium hydroxide solution (sodium hydroxide(475 mg, 11.5 mmol, 11.5 eq) and methanol (1.6 mL)).Sodium hydroxide solution was added to the hydroxylamine solution,And the mixture was stirred at 0 C. for 45 minutes.After filtering the obtained solution,The filtrate was added to ethyl 2- (1H-indol-2-yl) acetate(199.5 mg, 1.00 mmol, 1.00 eq.), And the mixture was stirred at room temperature for 15 minutes.After addition of acetic acid, the product was extracted with ethyl acetate.The organic layer was washed with water and brine, dried over anhydrous Na 2 SO 4 and concentrated under reduced pressure.The obtained solution was purified by silica gel column chromatography (chloroform / methanol (10/1, Rf = 0.20)),A light brown solid target substance (Y-011) was obtained (yield 66%)., 33588-64-6

As the paragraph descriping shows that 33588-64-6 is playing an increasingly important role.

Reference£º
Patent; NAGOYA UNIVERSITY; ITAMI, KENICHIRO; KINOSHITA, TOSHINORI; HAGIHARA, SHINNYA; TAKAHASHI, KOJI; YOSHIMURA, MASAHIKO; (27 pag.)JP2015/89885; (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

10406-06-1, 5-Bromo-1H-indole-3-carboxylic acid is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5-bromo-1 H-indole-3-carboxylic acid (3.26 g, 13.6 mmol) was dissolved in dioxane (30 mL). The mixture was purged with nitrogen and cooled to 0-5C. Sodium Hydride (60% in mineral oil) (1 .63 g, 40.8 mmol) was added portionwise over approx. 30 mm under a flow of N2. Gas evolution was observed upon addition. When the addition was completed the mixture was stirred for 30 mm at 0-5C. p-Toluenesulfonyl chloride (5.17 g, 27.1 mmol) was dissolved in dioxane (10 mL) and added dropwise over 1 h to the suspension. The reaction mixturewas allowed to warm up to rt and stirred at temperature overnight. A white insoluble solid was formed. 1 M HCI was added up to pH = 6. The reaction mixture was filtered and washed with CH2CI2. The combined organic layer were washed with brine, dried over Mg504, filtered and the solution was concentrated under reduced pressure. The crude material was purified by flash column chromatography on silica gel with a gradient of CH2CI2/CH2CI2:MeOH (9:1) from [100:0] to [0:100]. The column fractions were concentrated to dryness to afford 5-bromo-1-tosyl-1 H-indole-3-carboxylic acid Ex.65a (1.47 g, 27%) as pale orange solid., 10406-06-1

10406-06-1 5-Bromo-1H-indole-3-carboxylic acid 7018243, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; GENFIT; DELHOMEL, Jean-Francois; PERSPICACE, Enrico; MAJD, Zouher; PARROCHE, Peggy; WALCZAK, Robert; (284 pag.)WO2018/138362; (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

1015460-59-9, 7-Bromo-5H-pyrido[4,3-b]indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1015460-59-9, To a solution of custom made 7-bromo-5H-pyrido[4,3-?>]indole (0.49 g, 1.98 mmol) in Lambda/,Lambda/’- dimethylformamide (5 mL) was added cesium carbonate (0.32 g, 0.99 mmol) and the mixture was stirred at room temperature for 10 minutes and dimethylcarbonate was added dropwise (334 mu, 3.96 mmol). The reaction mixture was heated at 160C for 3 hours and after cooling, water (20 mL) and ethyl acetate (20 mL) were added to the mixture. The phases were separated and the aqueous phase was extracted with ethyl acetate (2 X 20 mL). The organic phases were combined and dried over Na2S04. The solvent was removed under reduced pressure and the residue was purified on a HP-Sil column using a Biotage Isolera One purification system employing a dichloromethane/methanol gradient (100/0 -> 90/10) to afford the crude title compound (0.36 g, 69 %). 1H NMR (400 MHz, DMSO-cf6) delta = 9.36 (s, 1 H), 8.52 (d, 1 H), 8.21 (d, 1 H), 7.95 (d, 1 H), 7.62 (d, 1 H), 7.45 (dd, 1 H), 3.88 (s, 3H) MS (ESI): m/z = 263.95 [M+H]+

The synthetic route of 1015460-59-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; AC IMMUNE SA; PIRAMAL IMAGING SA; KROTH, Heiko; NAMPALLY, Sreenivasachary; MOLETTE, Jerome; GABELLIERI, Emanuele; BENDERITTER, Pascal, Andre, Rene; FROESTL, Wolfgang; SCHIEFERSTEIN, Hanno; MUELLER, Andre; SCHMITT-WILLICH, Heribert; BERNDT, Mathias; WO2015/110263; (2015); 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.16732-70-0,Ethyl 5-bromo-1H-indole-2-carboxylate,as a common compound, the synthetic route is as follows.

a) 5-Pyridin-3-yl-lH-indole-2-carboxylic acid ethyl ester 5-Bromo-lH-indole-2-carboxylic acid ethyl ester (5.0 g), 3-tributylstannylpyridine (7.552 g), and bis-(triphenylphosphin)-palladium(II)-dichlorid (0.131 mg) were suspended in dioxane (10 mL) and refluxed at 120C overnight. Still starting material left, another bis-(triphenylphosphin)- palladium(II)-dichlorid (0.131 mg) was added, reaction was refluxed over the weekend. The reaction mixture was evaporated, the residue was purified by column chromatography on basic silica gel using heptane / ethyl acetate (7:3) and crystallized in diethylether to yield the title compound as a white solid (1.454 g, 29 %). MS ISP (m/e): 267.1 (100) [(M+H)+].

16732-70-0, 16732-70-0 Ethyl 5-bromo-1H-indole-2-carboxylate 259091, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BAUMANN, Karlheinz; FLOHR, Alexander; JOLIDON, Synese; KNUST, Henner; LUEBBERS, Thomas; NETTEKOVEN, Matthias; WO2014/60386; (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

103858-53-3, Ethyl 6-bromoindole-2-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Reference Example 61 A mixture of ethyl 6-bromo-1H-indole-2-carboxylate (2.5 g) and 4-methylphenylboric acid (1.39 g), potassium carbonate (2.58 g) and toluene/ethanol/water (90/9/9 ml) was stirred at room temperature for one hour. Into the reaction mixture was added tetrakis(triphenylphosphine)palladium (0.32 g), and the resulting mixture was heated at reflux for 18 hours. After cooling to room temperature, the mixture was extracted with ethyl acetate. The organic layer was washed with an aqueous saturated solution of sodium chloride and was dried with magnesium sulfate. After concentration under reduced pressure, the residue was subjected to purification using column chromatography (ethyl acetate/hexane 1:5?1:2?1:1) and to recrystallization (ethyl acetate/hexane) to obtain ethyl 6-(4-methylphenyl)-1H-indole-2-carboxylate (1.92 g) as colorless crystals.

103858-53-3, The synthetic route of 103858-53-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Takeda Chemical Industries, Ltd.; US6627651; (2003); 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

172595-68-5, Methyl 5-methoxy-1H-indole-3-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

172595-68-5, Methyl 5-methoxy-1H-indole-3-carboxylate (200 mg, 0.97 mmol) used hydrolysis reaction (2 NNaOH water solution) to aord DX-01-06 (white solid, 140 mg, yield 75%). 1H-NMR (400 MHz,CD3OD): = 7.88 (s, 1H, H-indolyl), 7.57 (d, J = 2.4 Hz, 1H, H-indolyl), 7.31 (d, J = 8.8 Hz, 1H,H-indolyl), 6.83 (dd, J = 8.8, 2.5 Hz, 1H, H-indolyl), 3.83 (s, 3H, CH3). 13C-NMR (101 MHz, CD3OD): = 156.99, 133.58, 128.36, 115.37, 114.23, 113.88, 113.61, 104.51, 103.64, 56.06. HRMS (ESI): m/z [M + H]+calculated for C10H10NO3: 192.06552; found: 192.06645.

As the paragraph descriping shows that 172595-68-5 is playing an increasingly important role.

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Article; Wen, Hui; Liu, Yuke; Wang, Shufang; Wang, Ting; Zhang, Gang; Chen, Xiaoguang; Li, Yan; Cui, Huaqing; Lai, Fangfang; Sheng, Li; Molecules; vol. 24; 11; (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.143612-79-7,3-(4-Chlorobutyl)-1H-indole-5-carbonitrile,as a common compound, the synthetic route is as follows.

The title compound of this step is prepared by the method described in the third step of Example 1,4-methyl-2-(2-(piperazin-1-yl)pyrimidin-5-yl)oxazole-5-carboxamide dihydrochloride (500 mg, 1.38 mmol),3-(4-Chlorobutyl)-1H-indole-5-carbonitrile (386 mg, 1.66 mmol), anhydrous sodium carbonate (878 mg, 8.28 mmol)Sodium iodide (63 mg, 0.42 mmol) was prepared in acetonitrile (15 mL) at 90 C for 36 hours.The obtained crude product was further purified by silica gel chromatography (dichloromethane:methanol (V:V)=30:1) to give the title compound(light yellow solid, 492 mg, 73.6%)., 143612-79-7

143612-79-7 3-(4-Chlorobutyl)-1H-indole-5-carbonitrile 9881123, aindole-building-block compound, is more and more widely used in various fields.

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Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Jin Chuanfei; Zhong Wenhe; Liang Haiping; Zhang Yingjun; (57 pag.)CN109574993; (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

1000340-39-5, 3-Bromo-4-chloro-7-azaindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,1000340-39-5

Step 2: A solution of C38 (8 g, 34.632 mM) in THF (160 mL) was cooled to -780C, treated with n-BuLi (1.6M, 5OmL, 79.63 mM), and stirred for 30 min. at -780C. The cold solution was then slowly treated with DMF (5.056 g, 69.264m M). The reaction mixture was allowed to warm to 25C, stirred for 2 hr., and treated with water (2 mL) to quench the reaction. The reaction mixture was concentrated under reduced pressure and treated with saturated aq. NH4CI (28 mL), and the solids were collected and dried under reduced pressure. The resultant pale yellow solid (3.5g, 52%) was then purified using silica gel column to provide 4-chloro-1 H-pyrrolo[2,3-b]pyridine-3-carbaldehyde (C39). 1HNMR(CDCI3) 8: 12.6-12.8 (b,1 H),10.4-10.6 (s,1 H),8.26-8.3 (d,1 H),8.12-8.18 (s,1 H),7.26-7.3 (d,1 H). Mass:(M+1 ) 181 calculated for mol. form. C8H5CIN2O.

1000340-39-5 3-Bromo-4-chloro-7-azaindole 24729570, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; PFIZER PRODUCTS INC.; WO2008/12635; (2008); 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

166104-20-7, 1-Boc-5-Aminoindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of 2-chioro-3-nitro-6-(trifluoromethyl)pyridine (1.0 g, 4.4 rnmoi)and tert-hulyl 5-amino-1H-indoie-1-carboxylate (0.59 g, 4.4 mmol) in DMF (20 mL) was heated at 100 ¡ãC for 3 h. 4-Fluorobenzaldehyde (0.60 g. 4.9 mmol) was added to the mixture and the reaction was stirred for 30 mm followed by addition of sodium dithionite (2.3g. 13.2 rnrnol). After 12 h at100 ¡ãC the reaction was cooled, diluted with EtOAc (100 mnL), and washed with F120 (50 mL x 3). The organic layer was dried (Na2504), and concentrated in vacuo. Purification (FCC. 5i02, EtOAc/hexanes) afforded the title compound (1.1 g, 50percent). MS ESI): mass caicd. for C76H20F4N407, 496.1; mn/z found, 497.0 [M?++{it., 166104-20-7

As the paragraph descriping shows that 166104-20-7 is playing an increasingly important role.

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

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 the solution of iodoindole 6 (200 mg, 0.82 mmol) in DMF (2.8 mL) at 0 C was added powderedKOH (70 mg, 1.24 mmol). The heterogeneous mixture was stirred at 0 C for 5 min and treated withBnBr (154 mg, 0.90 mmol). After stirring at 0 C for 10 min, the reaction mixture was diluted with Et2O(15 mL) and quenched with brain (10 mL). The layers were separated and the aqueous layer was6extracted with Et2O (1 x 15 mL). The organic layers were combined, dried over Na2SO4, andconcentrated in vacuo. The residue was purified by flash chromatography (silica gel, hexane/AcOEt =50:1) to afford 2d (267 mg, 97% yield) as a white solid., 26340-49-8

The synthetic route of 26340-49-8 has been constantly updated, and we look forward to future research findings.

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