Month: March 2022

31241-19-7, 5-Methoxy-2,3,3-trimethyl-3H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A mixture of 2,3,3-trimethyl-3H-indole and 3-(bromopropyl)benzene were refluxed for 72h. The reaction was cooled to room temperature, poured into cold ether, and the precipitate was filtered; mp 156-158C, 86% yield;

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

Reference：
Article; Levitz, Andrew; Ladani, Safieh Tork; Hamelberg, Donald; Henary, Maged; Dyes and Pigments; vol. 105; (2014); p. 238 – 249;,
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.,1145678-74-5

To 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- 1 H-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 RtA = 0.341 , [M+H]+ = 524.0

The synthetic route of 1145678-74-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; NOVARTIS AG; BADIGER, Sangamesh; BEHNKE, Dirk; BETSCHART, Claudia; CHAUDHARI, Vinod; COTESTA, Simona; HINRICHS, Juergen Hans-Hermann; OFNER, Silvio; PANDIT, Chetan; WAGNER, Juergen; WO2011/76747; (2011); 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

5192-03-0, 1H-Indol-5-amine is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation of 6-bromo-/V2-(lH-indol-5- l)pyrazine-2,3-diamine (Intermediate BB)[0323] To a stirred suspension of 3,5-dibromopyrazin-2-amine (3.48 g, 13.7 mmol) and H- indol-5-amine (2.00 g, 15.0 mmol) in EtOH (3.5 mL) was added diisopropylethylamine [DIEA] (2.60 mL, 15.0 mmol). The resulting mixture was stirred for 48 hr at 80C, after which it was partitioned between EtOAc and H20. The organic layer was separated, after which it was washed with brine, dried over Na2S04, filtered, and evaporated in vacuo to yield a residue that was purified via silica gel chromatography eluting with 1 :1 EtOAc :hexanes to yield the title compound (1.75 g, 42%) as a red/brown solid. 1H NMR (DMSO-dtf, 300 MHz): delta 10.98 (s, 1H), 8.22 (s, 1H), 7.83 (s, 1H), 7.31-7.28 (m, 3H), 7.19 (d, J= 8.7 Hz, 1H), 6.43 (s, 2H), 6.36 (s, 1H); HPLC retention time: 2.07 minutes; MS ESI (m/z): 304.2/306.2 (M+l)+, calc. 303.

5192-03-0, 5192-03-0 1H-Indol-5-amine 78867, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; UNIVERSITY OF ROCHESTER; GELBARD, Harris, A.; DEWHURST, Stephen; GOODFELLOW, Val, S.; WIEMANN, Torsten; RAVULA, Satheesh, Babu; LOWETH, Colin, J.; WO2011/149950; (2011); 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

32588-36-6, Indole-2-acetic acid 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 1,3,4,6-tetra-O-acetyl-b-D-glucosamine (1equiv) in dry CH2Cl2 at 00C under an N2 atmosphere was addedEDC.HCl (1.2 equiv), HOBT (1.2 equiv), Et3N (0.5 equiv) and carboxylicacid (1.2 equiv). The reaction mixture was stirred at room temperature for 24 h and upon consumption of the starting material;the reaction mixture was poured into ice-water (300 mL) andstirred vigorously for 20 min. The precipitate was collected via filtration and washed with ice cold water to afford the amide products as white solids. 4.2.5.1. (2S,3R,4S,5S,6R)-6-(acetoxymethyl)-3-(4-phenylbutanamido)tetrahydro-2H-pyran-2,4,5-triyl triacetate (8a). The title compoundwas synthesized from acetoxy glucosamine 7 (1.00 g, 2.88 mmol)and 4-phenylbutyric acid (0.57 g, 3.45 mmol) following GSP-1 toyield a white solid (1.17 g, 82%). M.p. 159-160 C; Optical rotation:[a]25589 + 25.0 (MeOH); 1H NMR (300 MHz, DMSO-d6): d 1.68-1.79 (m,2H, CH2), 1.90 (s, 3H, CH3), 1.98 (s, 3H, CH3), 2.01 (s, 3H, CH3), 2.02 (s,3H, CH3), 1.93-2.06 (m, 2H, CH2), 2.48-2.50 (m, 2H, CH2), 3.93-3.97(m, 2H, CH2), 3.98-4.02 (m, 1H, CH), 4.2 (dd, J = 4.9, 4.9 Hz, 1H, CH),4.90 (t, J = 9.6 Hz, 1H, CH), 5.21 (t, J = 10.0 Hz, 1H, CH), 5.75 (d,J = 8.8 Hz, 1H, CH), 7.15-7.20 (m, 3H, 3 ArCH), 7.26-7.31 (m, 2H,2 ArCH), 8.00 (d, J = 9.4 Hz, 1H, NH); 13C NMR (75 MHz,DMSO-d6): d 20.8 (CH3), 20.9 (CH3), 21.0 (2 CH3), 27.5 (CH2),34.8 (CH2) 35.4 (CH2), 52.3 (CH), 61.9 (CH2), 68.6 (CH), 72.0 (CH),72.6 (CH), 92.2 (CH), 126.3 (ArCH), 128.7 (2 ArCH), 128.8(2 ArCH), 142.0 (ArC), 169.3 (CO), 169.7 (CO), 170.0 (CO), 170.5(CO), 172.6 (CO); IR (neat): mmax 912, 1031, 1220, 1369, 1529,1656, 1739, 3333 cm1; HRMS (+ESI): Found m/z 516.1841[M+Na]+, C24H31NO10Na requires 516.1840.

32588-36-6, The synthetic route of 32588-36-6 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Biswas, Nripendra N.; Yu, Tsz Tin; Kimyon, Oender; Nizalapur, Shashidhar; Gardner, Christopher R.; Manefield, Mike; Griffith, Renate; Black, David StC.; Kumar, Naresh; Bioorganic and Medicinal Chemistry; vol. 25; 3; (2017); p. 1183 – 1194;,
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

59908-47-3, 5-Chloro-1-methyl-1H-indole-2-carboxylic acid is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Version B: 780 mg of 1 d and 1747 mg of HATU were first dissolved in 10 ml DMSO. Next, 314 mg of 2-methoxyethylamine and 1080 mg of N,N-diisopropylethylamine were added. The mixture was stirred for 1 hr at RT. The reaction mixture was poured into water and extracted three times with ethyl acetate. The combined organic phases were washed with saturated sodium chloride solution, dried over sodium sulphate, filtered and concentrated. The residue was purified chromatographically on the Biotage SP4. Gradient: ethyl acetate/methanol 0-10%. Yield: 740 mg of the title compound. Analogously to Example 1b, Version B, 43 mg of the title compound was obtained from 100 mg of 71a and 89 mg of 5-chloro-1-methyl-1H-indol-2-carboxylic acid in DMF. 1H-NMR (400 MHz, DMSO-d6): delta [ppm], 1.29 (2H), 1.38-1.72 (2H), 2.26-2.43 (1H), 2.54 (3H), 2.71-3.21 (2H), 3.73 (3H), 3.84-4.18 (3H), 4.38 (3H), 6.59 (1H), 7.15-7.28 (2H), 7.47 (1H), 7.55 (1H), 7.65 (1H), 8.57 (1H), 8.83 (1H)., 59908-47-3

59908-47-3 5-Chloro-1-methyl-1H-indole-2-carboxylic acid 931711, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; LlNDENTHAL, Bernhard; BRAeUER, Nico; SERNO, Peter; ROTGERI, Andrea; FUHRMANN, Ulrike; BUCHMANN, Bernd; MENGEL, Anne; ROeHN, Ulrike; TER LAAK, Antonius; (221 pag.)US2016/89364; (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.31241-19-7,5-Methoxy-2,3,3-trimethyl-3H-indole,as a common compound, the synthetic route is as follows.

General procedure: In parallel, substituted hydrazines 1 (4.0 g, 22.25 mmol) were reacted with 3-methylbutanone(3 mL, 28.04 mmol) in acetic acid and heated to a 100 C for 24 h. The solution was then neutralizedusing sodium bicarbonate and extracted using dichloromethane; affording substituted indolenineheterocycles 2 which was dried under reduced pressure. The heterocycles 2 were then reacted withan alkyl halide in acetonitrile at 100 C for 12-18 h. The quaternary ammonium salts 3 were precipitatedwith diethyl ether, and collected., 31241-19-7

31241-19-7 5-Methoxy-2,3,3-trimethyl-3H-indole 11095392, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Article; Levitz, Andrew; Marmarchi, Fahad; Henary, Maged; Molecules; vol. 23; 2; (2018);,
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

192189-07-4, tert-Butyl 3-iodo-1H-indole-1-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 10 (500mg, 1.Smmoi) in 5mL of dry dioxane was added 11(300mg, 2.9mmoi), CuT (30mg. 0.iSmmoi), Pd( Ph3)2C12 (70mg, 0.iSrnmoi) and TEA (400mg, 3.9mmoi). The mixture was degassed under vacuo and purged with N2 for several times. Then the mixture was stirred at 100C for 4h. TLC showed the obtaining of the product. The mixture was concentrated. The crude was washed with water (2OrnL) and extracted with EtOAc (8OmL).The organic layer was washed with water and brine, dried over anhydrous Na2SO4 and concentrated. The residue was purified by prepTLC to give product 12 (450 mg, yield: 94.3%).LCMS: m/z, 3 19.1 (M+H)., 192189-07-4

192189-07-4 tert-Butyl 3-iodo-1H-indole-1-carboxylate 10497531, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; HUA MEDICINE (SHANGHAI) LTD.; CHEN, Li; LI, Yongguo; (44 pag.)WO2017/173604; (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.399-67-7,7-Fluoro-1H-indole-2-carboxylic acid,as a common compound, the synthetic route is as follows.

To a solution of 7-fluoroindole carboxylic acid (500 mg, 2.79 mmol, available from, for example, Matrix Scientific) in DMF (5 mL) was added potassium carbonate (771 mg, 11.2 mmol) followed by bromoethane (521 DL, 6.98 mmol). The reaction mixture was heated at 60 C for 2 h then further bromoethane (521 DL, 6.98 mmol) and potassium carbonate (771 mg, 11.2 mmol) were added. The reaction mixture was heated at 60 C for a further 2 h then concentrated under reduced pressure to give around 2 g of crude material as a beige solid.The material was suspended in a solution of THF (20 mL), water (20 mL) and MeOH (5 mL) then LiOH monohydrate (401 mg, 9.56 mmol) was added. The reaction mixture was stirred at rt for 16 h then concentrated under reduced pressure. The resulting crude product was treated with 2N HC1 (20 mL, aqueous), and the resulting beige solid filtered under reduced pressure then washed with water then further dried under reduced pressure to give the title compound as a beige solid (436 mg, 75%).LCMS (formic) MH+ = 208.0, Rt 1.03 mm

399-67-7, The synthetic route of 399-67-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; AMANS, Dominique; ATKINSON, Stephen, John; BARKER, Michael, David; CAMPBELL, Matthew; DIALLO, Hawa; DOUAULT, Clement; GARTON, Neil, Stuart; LIDDLE, John; RENAUX, Jessica, Fanny; SHEPPARD, Robert, John; WALKER, Ann, Louise; WELLAWAY, Christopher, Roland; WILSON, David, Matthew; (284 pag.)WO2016/185279; (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.2795-41-7,6-Fluoroindole-3-carboxaldehyde,as a common compound, the synthetic route is as follows.

1.5 g 3-aldehyde-6-fluoroindole (ie intermediate I-1) was dissolved in isopropanol,Add 150 mg palladium on carbon and 3.2 g sodium borohydride,80 C reflux overnight.After TLC showed that the substrate disappeared,Filter to remove palladium carbon,After the filtrate is concentrated,Add water to quench excess sodium borohydride,Ethyl acetate extractionEach time 15ml,Extract 3 times.Organic layers merge,After drying over anhydrous sodium sulfate,Evaporated to drynessSilica gel column chromatography gave Intermediate I-2 (white solid, quantitative yield)., 2795-41-7

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

Reference：
Patent; Chinese Academy Of Sciences Shanghai Pharmaceutical Institute; Hu Youhong; Geng Meiyu; Xing Weiqiang; Ding Jian; Ai Jing; (86 pag.)CN103664895; (2018); B;,
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

885518-25-2, 6-Fluoro-1H-indol-4-amine is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,885518-25-2

To a solution of intermediate 12 (233.00 mg, 0.61 mmol), intermediate 34c (100.00 mg,0.67 mmol), Pd(OAc)2 (137.00 mg, 0.061 mmol) and Cs2CO3 (592.00 mg, 1.82 mmol) in1,4-dioxane (5 mL) was added BNAP (38.00 mg, 0.06 1 mmol) and the reaction mixturewas heated for 3 h at 95 C. The reaction mixture was then diluted with ethyl acetate and washed with water and brine. The organic layer was dried with sodium sulfate and concentrated in vacuo to give 397 mg of intermediate 35c (quant. yield, 76% purity based on LC/MS, dark black foam) which was used in the next step without any further purification.

The synthetic route of 885518-25-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; JANSSEN PHARMACEUTICA NV; STANSFIELD, Ian; QUEROLLE, Olivier, Alexis, Georges; LIGNY, Yannick, Aime, Eddy; GROSS, Gerhard, Max; JACOBY, Edgar; MEERPOEL, Lieven; GREEN, Simon, Richard; HYND, George; KULAGOWSKI, Janusz, Jozef; MACLEOD, Calum; MANN, Samuel, Edward; (419 pag.)WO2018/2219; (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