Tag: M.W:100-200

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,31241-19-7

5-methoxy-2,3,3-trimethyl-3H-indole (2g, 10.6mmol) with1,4-butyl sultone (4.3 g, 31.7 mmol) was dissolved in 40 mL of toluene.The temperature was raised to 120 C and refluxed for 50 h.After the reaction, the mixture was filtered to give an off-white solid.Purified by column chromatography to give a pale yellow solid2-1 1.9g.

The synthetic route of 31241-19-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Shenyang Pharmaceutical University; Wang Dun; Wang Yongjun; Yang Xiaoguang; Lv Qingzhi; (25 pag.)CN108752319; (2018); 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.39689-58-2,2-(1H-Indol-6-yl)acetic acid,as a common compound, the synthetic route is as follows.

39689-58-2, General procedure: to a solution of the substituted acid in DMF (0.25 mmol/mL) were added DMAP (2 to 4 equiv), EDCI.HCI (1 to 1.5 equiv) and the substituted amine (1 equiv). The reaction mixture was stirred at rt. After completion of the reaction (monitored by TLC), sat. NH4CI or HCI 0.5N was added and the solution was extracted with EtOAc. The organic layer was washed with sat. NH4CI, dried over Mg504, filtered and evaporated to dryness underreduced pressure (Figure 3AA).

As the paragraph descriping shows that 39689-58-2 is playing an increasingly important role.

Reference：
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

162100-95-0, 6-Fluoro-5-methyl-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Diethylaluminium chloride 1M in hexane (15 mL, 15.1 mmol) was added dropwise at 000 to a solution of 6-fluoro-5-methyl-1 H-indole [CAS 162100-95-0] (1 .5 g, 10.6mmol) in CH2CI2 (30 mL). After 30 mm at 0C, 2-(4-fluoro-2-methoxyphenyl)acetyl chloride Ia? (3.05 g, 15.1 mmol, synthesis: see Example 1) in CH2CI2 (20 mL) was added slowly at 0C. The reaction was stirred at 0C for 3 h and then at room temperature for 1 h. Ice-water was added. The precipitate was filtered off, washed with water and dried under vacuum to afford 2-(4-fluoro-2-methoxyphenyl)-1 -(6-fluoro-5-methyl-1 H-indol-3-yl)ethanone 3a (2.27 g).

162100-95-0, 162100-95-0 6-Fluoro-5-methyl-1H-indole 2774611, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; JANSSEN PHARMACEUTICALS, INC.; KATHOLIEKE UNIVERSITEIT LEUVEN; BARDIOT, Dorothee Alice Marie-Eve; BONFANTI, Jean-Francois; COESEMANS, Erwin; KESTELEYN, Bart Rudolf Romanie; MARCHAND, Arnaud Didier M; RABOISSON, Pierre Jean-Marie Bernard; (96 pag.)WO2017/167952; (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.399-51-9,6-Fluoro-1H-indole,as a common compound, the synthetic route is as follows.

To reactor A were charged diethoxymethane (DEM)(65 mE, 0.52 mol), water (50 mE) and formic acid (39 mE, 1.02 mol)). The mixture was heated at approx. 80 C. (reflux) for approx. 2 h and then cooled to approx. 20 C. To reactor B were charged 6-fluoroindole (50 g, 0.37 mol) and 80% acetic acid (66 mE, 1.17 mol). The suspension was cooled to 2-5 C. 40% Aq. dimethylamine (103 mE, 2.04 mol) was added drop- wise to reactor B keeping the temperature below approx. 15 C. The reaction mixture was stirred for approx. 20 mm and at the same time the temperature was adjusted to 2-4 C. The mixture from reactor A (DEM, water, formic acid, formaldehyde and ethanol at about 20 C.) was added drop-wise to reactor B while keeping the temperature at 2-8 C. The reaction mixture was stirred for additional 10 mm at 2-8 C. The reaction mixture was slowly warmed to approx.40 C. over a 1 h period. The reaction mixture was stirred at approx. 40C. for an additional 1 h. The reaction mixture was cooled to about 20 C. To reactor C was charged aq. NaOH (800 mE, 2.40 mol, 3 M) and the solution was cooled to about 10 C. The reaction mixture from reactor B was added dropwise to the NaOH solution in reactor C while keeping the temperature at 10-15C. (pH>14). The suspension was stirred for 40 mm at 5-20C. (pH>1 4). The product was collected by filtration and the filter-cake was washed twice with water (2×250 mE). The product was dried at approx. 60 C. under vacuum for 16 h to yield Compound (II) (67.6 g, 95%) with 98% UV purity in HPLC analysis., 399-51-9

As the paragraph descriping shows that 399-51-9 is playing an increasingly important role.

Reference：
Patent; H. Lundbeck A/S; JACOBSEN, Mikkel Fog; NIELSEN, Ole; (16 pag.)US2016/168089; (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.

To a stirring solution of 6-fluoro- ?H-indole-3 -carbaldehyde SM 1 (1 .0 g, 6 mmol) in 50% EtOH/H20 (20 mL) was added (NH4)2C03 (3.0 g, 30 mmol) followed by potassium cyanide (0.6 g, 9 mmol) at room temperature. The reaction mixture was heated to 75 C for 18 h. After consumption of the starting material (by TLC), the reactionmixture was diluted with water and extracted with EtOAc. Combined organic extracts weredried over anhydrous Na2504 and concentrated under reduced pressure to obtain crudeproduct, which was purified by silica gel column chromatography eluting with 10%MeOH/DCM to afford compound 1(0.67 g, 47 %) as a white solid. LC-MS: m/z = 234.1[(M+1)].

2795-41-7, As the paragraph descriping shows that 2795-41-7 is playing an increasingly important role.

Reference：
Patent; ABBVIE INC.; KESICKI, Edward A.; WANG, Ce; PATANE, Michael A.; KLUGE, Arthur F.; VAN DRIE, JR., John H.; (121 pag.)WO2016/44777; (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

171879-99-5, 4-Chloro-6-methyl-7-azaindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

D124-chloro-3-iodo-6-methyl-lH-pyrrolo[2,To a stirred solution of 4-chloro-6-methyl-lH-pyrrolo[2,3-b]pyridine (4.06 g, 24.37 mmol) in DCM (80 mL) at 0 C, was added NIS (6.22 g, 27.6 mmol). The reaction mixture was then warmed to RT and stirred for 18 hours. The reaction mixture was then filtered (washed with excess DCM) to give the title compound (4.01 g). LCMS (A): m/z (M+H)+ 293, C8H6C1IN2 requires 292 (acidic)., 171879-99-5

The synthetic route of 171879-99-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; GLAXO WELLCOME MANUFACTURING PTE LTD; CHEN, Deborah, W.; DUNCAN, Sarah; KING, Nigel, Paul; LEE, Kiew, Ching; MAK, Sing, Yeung; RIVERS, Dean, Andrews; WO2012/170752; (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

53924-05-3,53924-05-3, 7-Chloroindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

We added phosphorus oxy chloride (0.66 mL, 7 mmol) dropwise to anhydrous DMF (5 mL) at 00C under argon. Next, we added a solution of (1-1) (1 g, 6.6 mmol) in anhydrous DMF. (15 mL) dropwise at room temperature and stirred the resulting mixture for two hours. We poured the reaction mixture into ice and saturated NaHCO3 and extracted it with ethyl acetate. We washed the combined organic solutions with saturated NaCl (1OmL x 3), dried it over anhydrous MgSO4, filtered and concentrated it to give 990 mg of product, (1-6), as a yellow-orange solid (83 %). 1H NMR (500 MHz, DMSO-d6) delta 12.22 (IH, br s), 9.93 (IH, s), 8.34 (IH, s), 8.07 (IH, d, J = 9.0 Hz)5 7.57 (IH, d, J = 1.5), 7.25 (IH, dd, J = 1.8, 7.8 Hz).

The synthetic route of 53924-05-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; PRESIDENT AND FELLOWS OF HARVARD COLLEGE; THE BRIGHAM AND WOMEN’S HOSPITAL, INC.; WO2007/75772; (2007); 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

61019-05-4,61019-05-4, 5-Methoxy-7-methyl-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 5-methoxy-7-methyl-1H-indole (CAS: 61019-05-4, 9.69 g, 60.1 mmol) inCH2CI2 (200 mL) at room temperature was added Boc2O (19.54 ml, 84 mmol), DMAP (0.734 g, 6.01 mmol), and Et3N (10.05 ml, 72.1 mmol). The mixture was then stirred for 16h. The reaction wasdiluted with CH2CI2 and saturated NH4CI. The aqueous phase was extracted three times withCH2CI2. The organic phase was washed with brine, dried over Na2504, filtered, and concentrated.The resulting residue was purified by silica gel flash column chromatography (EtOAc/heptanes) toprovide the title compound. MS (ESl+) m/z 262.2 (M+H).

The synthetic route of 61019-05-4 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; NOVARTIS AG; ADAMS, Christopher; CAPPARELLI, Michael Paul; EHARA, Takeru; KARKI, Rajeshri Ganesh; MAINOLFI, Nello; ZHANG, Chun; WO2015/9616; (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

165250-69-1, 4-Methyl-5-nitro-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

4-Methyl-5-aminoindole A solution of 4-methyl-5-nitroindole (0.72 g, 4.1 mmol) in 50 mL of methanol was stirred with 50 mg of 10% Pd/C under H2 for 12 h. Reaction mixture was filtered and concentrated in vacuo to provide an oil (0.61 g, >95%) which was characterized as the desired product by NMR analysis and subjected to a following reaction without further purification., 165250-69-1

165250-69-1 4-Methyl-5-nitro-1H-indole 15453462, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; Synaptic Pharmaceutical Corporation; US5677321; (1997); 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.399-67-7,7-Fluoro-1H-indole-2-carboxylic acid,as a common compound, the synthetic route is as follows.

General procedure: To a solution of the appropriate 1H-indole-2-carboxylic acid 1 (5 mmol) in Et2O (20 mL) at 0C was added MeLi (10.9 mL, 1.6M in Et2O, 17.4 mmol) dropwise. The mixture reaction was refluxed for 2 h, cooled to room temperature and neutralized with 10% aqueous hydrochloric acid. The organic layer was separated and the aqueous layer was extracted with EtOAc (3?15 mL). The organic phases were combined, washed with brine, dried over anhydrous Na2SO4, filtered and concentrated in vacuo. The crude product was purified by flash column chromatography using 80/20 hexanes/EtOAc to yield the 1-(1H-indol-2-yl)ethanone 3., 399-67-7

As the paragraph descriping shows that 399-67-7 is playing an increasingly important role.

Reference：
Article; Kumar, Nag S.; Amandoron, Emily A.; Cherkasov, Artem; Brett Finlay; Gong, Huansheng; Jackson, Linda; Kaur, Sukhbir; Lian, Tian; Moreau, Anne; Labriere, Christophe; Reiner, Neil E.; See, Raymond H.; Strynadka, Natalie C.; Thorson, Lisa; Wong, Edwin W.Y.; Worrall, Liam; Zoraghi, Roya; Young, Robert N.; Bioorganic and Medicinal Chemistry; vol. 20; 24; (2012); p. 7069 – 7082;,
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