Tag: M.W:200-300

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.10075-48-6,5-Bromo-3-methyl-1H-indole,as a common compound, the synthetic route is as follows.

To a solution of 5-bromo-3-methyl-1H-indole (2.00 g, 9.52 mmol) in anh. DMF (15 mL) is added portionwise sodium hydride (60% dispersion in mineral oil, 419 mg, 10.47 mmol) and the RM is furtherstirred at RT, under nitrogen, for 30 mi lodomethane (1.2 mL, 19.27 mmol) is then added dropwise to the previous mixture and stirring at RT is continued for 1 .5h. The cooled (0C) RM is treated with water and is allowed to warm-up to RT. The RM is then extracted three times with Et20 and the combined organic layers are washed with water, dried over anh. MgSO4, filtered and concentrated under reduced pressure. Purification by FC (heptane/DCM = 1/1) affords 5-bromo-1,3-dimethyl-1H-indole as a pale yellow oil (1.86 g,87%). LC-MS A: tR = 0.94 mm; [M+H] = 224.07.

10075-48-6, The synthetic route of 10075-48-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; IDORSIA PHARMACEUTICALS LTD; BOSS, Christoph; CORMINBOEUF, Olivier; FRETZ, Heinz; LYOTHIER, Isabelle; POZZI, Davide; RICHARD-BILDSTEIN, Sylvia; SIENDT, Herve; SIFFERLEN, Thierry; (298 pag.)WO2018/210988; (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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.900514-08-1,5-Chloro-3-iodo-7-azaindole,as a common compound, the synthetic route is as follows.

900514-08-1, To a stirred solution of 5-chloro-3-iodo-IH-pyrrolo[2,3-b]pyridlne (16 g, 57.5 mmd) and NaH(4.2 g, 172.4 mol) in DMF (100 mL) was added (2-(chloromethoxy)ethyl)t,imethylsilane(9.57 g, 1724 mmol) drop wise at 0C and stirred for 0:5 h. Afterwards, the reaction mixture was diluted with water (30 mL) and extracted with EtOAc (30 mL twice). The combined organic layers were dried over anhydrous Na2SO4, filtered and concentrated in vacuo to give a crude product, which was purified by silica gel flash chromatography (petroleumether EtOAc = 10:1) to afford the title compound (10 g, 43% yIeld) as a solid. MS: 409.0 [M+H].

As the paragraph descriping shows that 900514-08-1 is playing an increasingly important role.

Reference：
Patent; SAVIRA PHARMACEUTICALS GMBH; EUROPEAN MOLECULAR BIOLOGY LABORATORY; TAN, Xuefei; ZBINDEN, Katrin Groebke; KUHN, Bernd; WANG, Lisha; LIU, Yongfu; WU, Jun; SHEN, Hong; SHI, Tianlai; (174 pag.)WO2017/133664; (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.938465-52-2,1-Chloro-5H-pyrido[4,3-b]indole-4-carboxamide,as a common compound, the synthetic route is as follows.

938465-52-2, To a suspension of l-chloro-5H-pyrido[4,3-]indole-4-carboxamide (Example 10 Step 3) in AcOH (0.15 M) at room temperature was added Br2 (10 equiv) to provide a homogeneous mixture. After standing at room temperature a precipitate formed, and after 1 h, a suspension of Zn powder (excess) in TetaF was added in a cold water bath. After a period of 10 min, the reaction mixture was poured over TetaF/EtOAc and saturated NaHCO3. After separation of the organic phase, the aqueous phase was extracted again with THF/EtOAc, and the combined organic phases were washed with brine, dried over MgSO4 and filtered. After evaporation of the organic solvents, the residue was purified by flash chromatography (10-70% EtOAc in hexanes)to provide the title compound as a yellow solid.

938465-52-2 1-Chloro-5H-pyrido[4,3-b]indole-4-carboxamide 59198457, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; MERCK & CO., INC.; MERCK FROSST CANADA LTD.; WO2007/61764; (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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.16732-69-7,Ethyl 7-bromo-1H-indole-2-carboxylate,as a common compound, the synthetic route is as follows.,16732-69-7

o a solution of ethyl 7-bromo-lH-indole-2-carboxylate (1.11 g, 3.73 mmol, available from, for example, Chem-Impex International Inc.) in DMF (15 mL) was added potassium carbonate (2.06 g, 14.92 mmol) followed by bromoethane (1.4 mL, 18.76 mmol). The reaction mixture was heated at 60 C for 1.5 h then concentrated under reduced pressure. To the crude product was added LiOH (0.844 g, 35.2 mmol) followed by THF (20 mL), water (20 mL) and MeOH (5 mL). The resulting mixture was stirred under nitrogen at rt for 16 hr then concentrated under reduced pressure. 2N HCl (aq) was added to the reaction mixture and the resulting solid filtered under reduced pressure then washed with 2N HCl then water and dried under reduced pressure to give the title compound as a white solid (905 mg, 90%). LCMS (formic) MH+ = 267.3/270.1, Rt = 1.13min

As the paragraph descriping shows that 16732-69-7 is playing an increasingly important role.

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

1065181-58-9, Ethyl 5-bromo-1H-indole-7-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The title compound can also be prepared according to the following procedure: TMSOTf (1.4 ml_, 7.7 mmol) was added dropwise to a solution of tetrahydro-4H-thiopyran- 4-one (0.88 g, 7.6 mmol) in DCM (80 ml.) in the presence of molecular sieves at 0 0C (bath temp). A solution of ethyl 5-bromo-1 /-/-indole-7-carboxylate (2 g, 7.4 mmol). in DCM (20 ml.) was added and the reaction was stirred for 15 min. Triethylsilane (2 ml_, 12.5 mmol) was added and the reaction was allowed to warm to room temperature overnight. Saturated aqueous Na2CO3 was added, the layers separated and the aqueous layer extracted with DCM. The combined organic layers were dried (Na2SO4) and concentrated under reduced pressure. The residue was washed with MeOH and dried in a vacuum oven, giving 2.07 g (76%) of the title compound., 1065181-58-9

As the paragraph descriping shows that 1065181-58-9 is playing an increasingly important role.

Reference：
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/118724; (2008); 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.14618-45-2,3-(Trifluoroacetyl)indole,as a common compound, the synthetic route is as follows.

A mixture of 2,2,2-trifluro-1 H-indol-3-yl)ethanone (0.55 g, 2.58 mmol), K2CO3 (0.43 g, 3.1 1 mmol) and propyrgyl bromide (2 ml) was stirred in anhydrous DMF (8 ml) for 4 h. The mixture was quenched with aqueous NH4CI and diluted to 50 ml with EtOAc. The organic layer was separated, washed with w H2O, dried over MgSO4 and filtered. The filtrate was evaporated to dryness to give the product (0.57 g; 87%), as yellow solid. 1 H-NMR (CDCI3) 2.58 (tr, 1 H, J = 2.55 Hz); 4.96 (d, 2H, J = 2.55 Hz); 7.48 – 7.31 (m, 3H); 7.99 (s, 1 H); 8.41 – 8.38 (m, 1 H)., 14618-45-2

As the paragraph descriping shows that 14618-45-2 is playing an increasingly important role.

Reference：
Patent; AKAAL PHARMA PTY LTD; GILL, Gurmit, S.; GROBELNY, Damian, W.; WO2010/42998; (2010); 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.101861-63-6,4,6-Dichloroindole-2-carboxylic acid,as a common compound, the synthetic route is as follows.

Step 1 – Methyl 4,6-dichloro-1-methyl-indole-2-carboxylate (0369) [00268] To a mixture of 4,6-dichloro-1H-indole-2-carboxylic acid (950 mg, 4.13 mmol, CAS101861-63-6) in N,N-dimethylformamide (10 mL) was added potassium carbonate (2.28 g, 16.5 mmol). Iodomethane (3.52 g, 24.8 mmol) was added to the mixture dropwise. Then the mixture was stirred at 60 C for 12 hrs. On completion, the mixture was quenched with water (30 mL). The mixture was extracted with ethyl acetate (2 x 20 mL). The organic layers were dried with anhydrous sodium sulfate, filtrated, and concentrated in vacuo to give the title compound. 1H NMR (400MHz, CDCl3) delta = 7.34 (s, 1H), 7.30 (s, 1H), 7.17 (d, J = 1.3 Hz, 1H), 4.15 (s, 3H), 4.01 (s, 3H)., 101861-63-6

101861-63-6 4,6-Dichloroindole-2-carboxylic acid 127988, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; RAZE THERAPEUTICS, INC.; MAINOLFI, Nello; MOYER, Mikel P.; SAIAH, Eddine; (264 pag.)WO2017/156181; (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

434958-85-7,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.434958-85-7,N-Boc-5-Hydroxyindole,as a common compound, the synthetic route is as follows.

2 g (8.6 mmol) of 5-hydroxy-1-tert-butyl ester-1H-indole (a) was dissolved in 5 ml of DMF.3.56 g (25.8 mmol) of potassium carbonate was added and stirred at room temperature for 10 minutes.Then 14.3 ml (172 mmol) of 1-bromo-2-chloroethane was added.After stirring at 100 C for 10 hours, it was diluted with water and extracted with DCM.Wash with saturated sodium chloride, dry over anhydrous sodium sulfate, concentrate under reduced pressure, and thenPE/EA=200:1 gave a white solid1.3 g, yield 52%.

As the paragraph descriping shows that 434958-85-7 is playing an increasingly important role.

Reference：
Patent; Tianjin University of Science and Technology; Yu Peng; Guo Na; Lv Hongbin; Fu Ying; Teng Yuou; Wang Dong; (32 pag.)CN110229091; (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

900514-08-1,900514-08-1, 5-Chloro-3-iodo-7-azaindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture solution of 5-chloro-3-iodo-1H-pyrrolo [2 3-b] pyridine (8 g 28.7 mmol) cesium carbonate (18.7 g 57.5 mmol) and 4-toluenesulfonyl chloride (8.19 g 43.1 mmol) in DMF (80 mL) was stirred at room temperature for 4 h. Afterwards the mixture was poured into water and the suspension was filtered. The crude title compound (8.7 g 70yield) was collected as filter cake. MS 433.1 (M+1)+. It was used direclty in the next step without further purification.

The synthetic route of 900514-08-1 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; SAVIRA PHARMACEUTICALS GMBH; EUROPEAN MOLECULAR BIOLOGY LABORATORY; TAN, Xuefei; ZBINDEN, Katrin Groebke; KUHN, Bernd; WANG, Lisha; LIU, Yongfu; WU, Jun; SHEN, Hong; SHI, Tianlai; (174 pag.)WO2017/133664; (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.393553-57-6,6-Bromo-4-methoxy-1H-indole,as a common compound, the synthetic route is as follows.

NaH (96mg, 4mmol) was suspended in 7mL DMF in a round bottom flask and cooled to 0C. 6-bromo-4-methoxy-1H-indole (0.75g, 3.3mmol) was added dropwise as a solution in DMF (ImL). Ethyl iodide (0.28mL, 3.5mmol) was added dropwise and the reaction mixture was stirred for 10 min. Volatiles were removed under reduced pressure and the residue partitioned between DCM and water. The aqueous layer was extracted with DCM and the combined organics layers were dried over MgSO4, filtered, and evaporated to give a red oil. The resulting residue was purified on silica gel column chromatography eluting with hexanes/ethyl acetate (0-10%) to afford pure 36-2 (584mg, 70%) as a white solid., 393553-57-6

As the paragraph descriping shows that 393553-57-6 is playing an increasingly important role.

Reference：
Patent; GALENEA CORPORATION; ELDER, Amy; HARRIMAN, Geraldine; LEIT, Silvana; LI, Jie; SARD, Howard; ZHANG, Yiliang; WILSON, Doug; WO2011/19738; (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