Month: March 2022

10601-19-1, 5-Methoxy-1H-indole-3-carbaldehyde is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: The relevant indole-3-carboxaldehyde (2a-c, 10 mmol) in THF(25 mL) was added dropwise to a stirred solution of NaH (25 mmol)in THF (25 mL) at 0 C and CH3I (13.2 mmol) was added after 15 minstirring. The reaction mixturewas moved to room temperature andstirred for further 24 h. Then the solvent was removed in vacuumand the residue was extracted by ethyl acetate. The organic layerwas washed with brine, dried over anhydrous sodium sulfate,filtered and concentrated in vacuum. Recrystallization affordedcompound 3a-c with yields of 93.4-97.5%., 10601-19-1

As the paragraph descriping shows that 10601-19-1 is playing an increasingly important role.

Reference：
Article; Chen, Kun; Zhang, Ya-Liang; Fan, Jing; Ma, Xiang; Qin, Ya-Juan; Zhu, Hai-Liang; European Journal of Medicinal Chemistry; vol. 156; (2018); p. 722 – 737;,
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

2532-74-3, 2-(1-Methyl-1H-indol-3-yl)ethanol is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 3.64 g 1-methyl-3-(2-hydroxyethyl)indole, 18 g methyltriphenoxyphosphonium iodide (J.O.C. 35 2323) and 75 ml dry N,N-dimethylformamide is stirred 2.5 hours at room temperature. Then 5 ml methanol are added, and the mixture is stirred 30 minutes. The mixture is poured into 500 ml dichloromethane and is washed successively with 50 ml portions of 5% aquous sodium thiosulfate, 10% NaOH, and water. The organic layer is dried briefly over magnesium sulfate and most of the solvent removed by evaporation, affording 1-methyl-3-(2-iodoethyl)indole., 2532-74-3

The synthetic route of 2532-74-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Syntex (U.S.A.) Inc.; US4255432; (1981); 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

343-90-8, 1-(5-Fluoro-1H-indol-3-yl)-N,N-dimethylmethanamine is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a stirred mixture of S1 (R = H, F, Br, or OMe; 5.20 mmol) and diethyl malonate (4.85 mmol) in Et2O (2.6mL) was added dropwise ethyl propiolate (5.20 mmol) at room temperature. The mixture was stirred for 45 min atthis temperature, followed by quenching with H2O. The whole was extracted with Et2O. The extract was washedsuccessively with H2O and brine, and dried over MgSO4. The filtrate was concentrated under reduced pressure togive an oily residue, which was purified by flash chromatography over silica gel with n-hexane-EtOAc (8:1) togive the corresponding S2 as a pale yellow needle., 343-90-8

The synthetic route of 343-90-8 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Iwata, Akira; Inuki, Shinsuke; Oishi, Shinya; Fujii, Nobutaka; Ohno, Hiroaki; Tetrahedron; vol. 71; 37; (2015); p. 6580 – 6585;,
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

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

4792-71-6, 5,7-Dichloro-1H-indole-2-carboxylic acid is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 102 R-Methyl 2-[(5-7-dichloro-1H-indole-2-carbonyl)-amino]-3-phenyl-propionate From 5,7-dichloro-1H-indole-2-carboxylic acid and D-phenylalanine methyl ester. 1H NMR (300 MHz, CDCl3) delta 3.25 (m, 2H), 3.80/3.95 (s, 3H), 5.10 (m, 1H), 6.62 (d, 6 Hz, 1H), 6.69 (d, 2 Hz, 1H), 7.10 – 7.15 (m, 2H), 7.25 – 7.35 (m, 3H), 7.50 – 7.56 (s, 1H), 9.35 (br, 1H)., 4792-71-6

The synthetic route of 4792-71-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; PFIZER INC.; EP1134213; (2001); 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

1000340-33-9, 3,4-Dibromo-7-azaindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Method B:A mixture of 3,4-dibromo-lH-pyrrolo[2,3-b]pyridine (D2) (1.014 g, 3.67 mmol), SEMC1 (0.650 mL, 3.67 mmol) and DIPEA (1.280 mL, 7.35 mmol) in DCM (12.54 mL) was stirred at RT under nitrogen for overnight (17 hours). TLC showed presence of starting material. Stirring continued for 3 hours. TLC showed that the reaction has completed. The reaction mixture was taken up in DCM and purified using silica gel, eluting with ethyl acetate in cyclohexane (0 to 20%). Fractions with desired product were collected and solvent reduced in vacuo to afford the title compound (0.527 g). LCMS (A): m/z (M+H)+ 407, C13H18Br2N20Si requires 406 (basic)., 1000340-33-9

1000340-33-9 3,4-Dibromo-7-azaindole 24729560, aindole-building-block compound, is more and more widely used in various fields.

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

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