Day: March 24, 2022

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.162100-95-0,6-Fluoro-5-methyl-1H-indole,as a common compound, the synthetic route is as follows.

Synthesis of intermediate 14a:A solution of 6-fluoro-5-methyl-1 H-indole [CAS 162100-95-0] (880 mg, 5.9 mmol) in CH2CI2 (50 mL) was cooled to 0C under N2-atmosphere. A solution ofdiethylalunninunn chloride 1 M in hexane (8.85 mL, 8.85 mmol) was added dropwise and the resulting mixture was kept at 0C for 15 min. A solution of 2-(4-fluoro-2- methoxyphenyl)acetyl chloride 1a (1 .67 g, 8.26 mmol) in CH2CI2 (25 mL) was added dropwise. Stirring was continued at 0C for 1 h and the reaction mixture was subsequently stirred at room temperature for 2 h. The reaction mixture was poured out in a stirring ice/Rochelle salt solution. The mixture was filtered over dicalite and the filter cake was washed several times with THF. The filtrates were combined. The layers were separated and the organic layer was washed with brine and water, dried over MgSO4, filtered and evaporated under reduced pressure. The solid residue was suspended in CH2CI2 (30 ml_). The precipitate was filtered off, washed with a small amount of CH2CI2 and dried under vacuum at 50C to provide 2-(4-fluoro-2-methoxyphenyl)-1 -(6-fluoro-5-methyl-1 H-indol-3- yl)ethanone 14a (1 .22 g)., 162100-95-0

The synthetic route of 162100-95-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; JANSSEN PHARMACEUTICALS, INC.; KATHOLIEKE UNIVERSITEIT LEUVEN; KESTELEYN, Bart, Rudolf, Romanie; BONFANTI, Jean-Francois; JONCKERS, Tim, Hugo, Maria; RABOISSON, Pierre, Jean-Marie, Bernard; BARDIOT, Dorothee, Alice, Marie-Eve; MARCHAND, Arnaud, Didier, M; (86 pag.)WO2016/113371; (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

399-51-9, 6-Fluoro-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Procedure Using Formaldehyde in Place of Diethoxymethane:To a 250 L reactor, under N2 atmosphere, was charged with about 40% aqueous dimethylamine (35.68 kg, 1.0 eqv.) at about 17 C. The mixture was cooled to about 4.5 C. and glacial acetic acid (43.4 kg, 2.5 eq.) was added dropwise over 140 min while maintaining the temperature using below about 15 C. After stirring for 20 min at about 3 C., 37% aqueous formaldehyde (25.9 kg, 1.1 eq.) was slowly added over about 20 min while keeping the temperature between about 0 C. to about 10 C. 6-Fluoroindole (39.2 kg) was added. The reaction was exothermic and reached a final temperature of about 40 C., which was then cooled down to about 20 C. The reaction solution was slowly added in a 650 L reactor charged with aqueous 3M NaOH over a period of about 40 min. The suspension was stirred for about 40 min while keeping the temperature between about 5 and 20 C. The product was filtered, rinsed with DI water (120 kg) and dried at about 50 C. to afford the compound of Formula II (45.4 kg). Yield: 85%., 399-51-9

399-51-9 6-Fluoro-1H-indole 351278, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; H. LUNDBECK A/S; US2011/152539; (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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.192189-07-4,tert-Butyl 3-iodo-1H-indole-1-carboxylate,as a common compound, the synthetic route is as follows.

General procedure: First, Pd(OAc)2 (4.50 mg, 0.02 mmol), NaHCO3 (210 mg, 2.50 mmol), nBu4NCl (278 mg,1.00 mmol) and dry, degassed DMF (3 mL) were placed in an argon flushed screw-cap Schlenktube. Then, (hetero)aryl iodide 1 (1.00 mmol) and allyl alcohol (2) (1.5 mmol) were added (forexperimental details, see Table 2). The mixture was placed in an oil bath at 50 C and was stirreduntil the educt had disappeared as monitored by TLC. After cooling to room temperature, MgO(75.0 mg, 1.86 mmol), PPh3, (262 mg, 1.00 mmol) and ethyl bromoacetate (167 mg, 1.00 mmol)were subsequently added to the reaction mixture and was heated to 50 C for the time t2. Aftercompletion of the sequence the crude reaction mixture was allowed to cool to room temperatureand diluted with ethyl acetate and extracted three times with water. The organic phase was driedwith anhydrous magnesium sulfate and adsorbed on Celite during evaporation. Then, theproduct was purified by chromatography on silica gel (n-hexane/ethyl acetate) to afford theanalytically pure 5-(hetero)arylpent-2-enoates 4., 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：
Article; Panther, Jesco; Roehrich, Adalbert; Mueller, Thomas J. J.; ARKIVOC; vol. 2012; 3; (2012); p. 297 – 311;,
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

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