Tag: M.W:100-200

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.851211-74-0,1H-Indole-6-carbohydrazide,as a common compound, the synthetic route is as follows.

851211-74-0, General procedure: Acetic acid (36%) (0.5 mL) was added to a mixture of compound 3 (1.5mmol) and benzene-1,4-dicarbaldehyde (0.5 mmol) in DMF (3 ml) atroom temperature. The solution was irradiated for 5-10 min at 450 W and compound 4 was formed. After the mixture was cooled to roomtemperature, water (30 mL) was added to the reaction. The solid which formed was filtered and recrystallised from DMF-C2H5OH-H2O, to give receptors 4a-h (yield 84-99).

As the paragraph descriping shows that 851211-74-0 is playing an increasingly important role.

Reference：
Article; Ye, Ying; Suo, Yourui; Yang, Fang; Yang, Yongjing; Han, Lijuan; Journal of Chemical Research; vol. 39; 5; (2015); p. 296 – 299;,
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

7506-66-3, cis-Hexahydro-1H-isoindole-1,3(2H)-dione is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

7506-66-3, Under a nitrogen atmosphere, the temperature was controlled at 20 to 30 C. 300 mL of a three-necked flask was successively added with 300 mL of tetrahydrofuran and 24.0 g of zinc chloride. After 1 hour, 8.2 g of potassium borohydride was added, and stirring was continued for 1 hour. Then, 7.8 g of cis-hexahydrophthalimide was added, and the reaction was stirred for two hours. 2. OmL of concentrated sulfuric acid was added, the temperature was slowly raised, and the mixture was heated to reflux for two hours. 400 mL of toluene was added, and the mixture was distilled to an internal temperature of about 94 C, and refluxed for 3 hours. The distillation was continued at a temperature, and a portion of tetrahydrofuran was distilled off to an internal temperature of about 105 C to stop the distillation. After cooling to 30 C or less, 100 mL of 15% by mass hydrochloric acid was slowly added dropwise, and after the completion of the dropwise addition, the mixture was heated to distill off, and a part of the solvent was distilled off until the internal temperature reached about 107 C to stop. After cooling to below 30 C, 150 mL of 30% by mass sodium hydroxide was added dropwise to adjust the pH to 13-14. The steam was distilled, and the distillate was collected. The distillate was extracted with 3×100 mL of dichloromethane, and then dried over anhydrous sodium sulfate. The desiccant was filtered off, and the solvent was evaporated under reduced pressure to give 6.0 g of pale yellow transparent liquid,cis-perhydroisoindole

As the paragraph descriping shows that 7506-66-3 is playing an increasingly important role.

Reference：
Patent; Jiangxi Jimin Trustworthy Pharmaceutical Co., Ltd.; Jiangxi Jimin Trustworthy Group Co., Ltd.; Guo Linfeng; Wen Wanjiang; Peng Changchun; Zhang Keqin; He Pingqing; Li Yibao; (6 pag.)CN108752260; (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.101495-18-5,4,6-Dichloro-1H-indole,as a common compound, the synthetic route is as follows.

To a mixture of 4,6-dichloro-1H-indole (0.5 g, 2.69 mmol) in AcOH (5 mL) was added NaBH3CN (557 mg, 8.87 mmol) at 0 C., and then the mixture was stirred at 25 C. for 12 h under an N2 atmosphere. The reaction mixture was quenched by the addition of ice water (20 mL) at 0 C., and then saturated aq. NaOH was added to the mixture to adjust the pH to 8. The reaction mixture was extracted with DCM (100 mL*2). The combined organic layers were dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure to give a residue. The residue was purified by column chromatography (SiO2, petroleum ether/ethyl acetate=30:1 to 5:1), 4,6-Dichloroindoline (0.1 g, 531.7 mumol, 19.7% yield) was obtained as yellow oil.

101495-18-5, The synthetic route of 101495-18-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Cervello Therapeutics LLC; Lee, Matthew Randolph; Varano, JR., Anthony Joseph; (53 pag.)US2020/140412; (2020); 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.1008-07-7,7-Chloro-1H-indole-3-carbaldehyde,as a common compound, the synthetic route is as follows.

General procedure: To a solution of an appropriate indole, azaindole or alternative heterocycles (1.0 eq) and di-ferf-butyl dicarbonate (1eq. to 2 eq., more in particular 1.2 eq) in acetonitrile was added DMAP (0.1 to 0.5 eq. more in particular 0.1 eq). The reaction mixture was stirred overnight at room temperature. The reaction mixture was concentrated under reduced pressure. The residue was dissolved in dichloromethane and washed with a saturated sodium bicarbonate solution. The phases were separated. The aqueous phase was extracted with dichloromethane. The organic phases were combined, washed with a saturated ammonium chloride solution, water and brine, dried over magnesium sulfate, filtered and concentrated under reduced pressure. The BOC-protected compound was used in the next step without further purification.

1008-07-7, The synthetic route of 1008-07-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; KATHOLIEKE UNIVERSITEIT LEUVEN; BARDIOT, Dorothee; CARLENS, Gunter; DALLMEIER, Kai; KAPTEIN, Suzanne; McNAUGHTON, Michael; MARCHAND, Arnaud; NEYTS, Johan; SMETS, Wim; WO2013/45516; (2013); 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.5192-03-0,1H-Indol-5-amine,as a common compound, the synthetic route is as follows.

Glacial acetic acid (1.3 mL, 22.7 mmol) and sodium triacetoxyborohydride (6.73 g, 31.7 mmol) were added to a solution of 5-aminoindole (3 g, 22.7 mmol), 4-oxo-piperidine-1-carboxylic acid tert-butyl ester (4.52 g, 22.7 mmol) in 1,2-dichloroethane (100 mL). The reaction mixture was stirred for 4 hours at room temperature; an aqueous solution of NaOH (1 M, 100 mL) was then added. The organic layer was separated, dried over MgSO4, filtered and evaporated under reduced pressure to give 6.9 g (96% yield) of 4-(1H-indol-5-ylamino)-piperidine-1-carboxylic acid tert-butyl ester as a black foam; this material was used without further purifications for the next step., 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; Iyer, Pravin; Lucas, Matthew C.; Schoenfeld, Ryan Craig; Weikert, Robert James; US2009/247568; (2009); 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.640735-23-5,4-Fluoro-7-azaindole,as a common compound, the synthetic route is as follows.,640735-23-5

Example 44 2-(2, 3-DIFLUORO-PHENYL)-1-(4-FLUORO-LH-PYRROLO [2S3-B] PY ridin-3-yl)-ethanone [0256] 4-FLUORO-LH-PYRROLO [2, 3-B] PYRIDINE (230mg, 1. 69MMOL) (ORG. Lett. 2003,5 (26), 5023) and AlCl3 (678, 5. lmmol) in methylene chloride (30mL) were stirred for 0.5hr. To this mixture was added 2,3-Difluoro-phenyl)-acetyl chloride (644mg, 3. 38MMOL) and the reaction solution was stirred for 14HR. Quenched with methanol (50mL) and water (50mL) and extracted with ethyl acetate, dried (NA2SO4). Flash chromatography (methylene chloride/methanol) afforded 2- (2, 3-Difluoro-phenyl)-l- (4-fluoro-lH-pyrrolo [2, 3-B] PY ridin-3-yl)-ethanone (448mg, 91% YIELD). LC/MS : RT 3.16mins. ; m/e 287.1 (M+H), 285.2 (M-H).

As the paragraph descriping shows that 640735-23-5 is playing an increasingly important role.

Reference：
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2005/28475; (2005); 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.879-37-8,Indole-3-acetamide,as a common compound, the synthetic route is as follows.,879-37-8

Step 6 To a solution of 5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinolin-1-yl) oxoacetic acid methyl ester (1.0 g, 4.12 mmol) and indole-3-acetamide (0.8 g, 4.5 mmol) in anhydrous tetrahydrofuran at 0 C. was added a solution of potassium t-butoxide (1M in tetrahydrofuran) (12.4 mL, 12.4 mmol) dropwise over 30 minutes. The mixture was stirred at 0 C. for 2 hours. Concentrated hydrochloric acid (10 mL) was then added and the mixture stirred for 1 hour at room temperature. The mixture was then diluted with ethyl acetate (200 mL), washed twice with water (50 mL), and saturated aqueous sodium chloride solution (50 mL) and the organic layer dried over anhydrous sodium sulfate. The residue was purified by silica gel chromatography, eluting with ethyl acetate/hexanes (1:4) to afford 3-(5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinolin-1-yl)-4-(1H-indol-3-yl) pyrrole-2,5-dione as a bright red solid (1.2 g, 80%). 1H NMR (CDCl3) 400 MHz delta: 8.5 (brs, 1H), 7.78 (s, 1H), 7.63 (d, 1H, J=2.8 Hz), 7.44 (s, 1H), 7.35 (d, 1H, J=8 Hz), 7.16 (d, 1H, J=8.4 Hz), 7.11 (t, 1H, J=7.6 Hz), 6.86 (t, 1H, J=7.6 Hz), 6.80 (d, 1H, J=7.2 Hz), 6.64 (t, 1H, J=8 Hz), 6.57 (d, 1H, J=8 Hz), 4.2 (t, 2H, J=6 Hz), 2.96 (t, 2H, J=6 Hz), 2.24 (m, 2H).

879-37-8 Indole-3-acetamide 397, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; ArQule, Inc.; Kyowa Hakko Kirin Co., Ltd.; Chan, Thomas C.K.; France, Dennis S.; Ishii, Kenichi; Pucci, Paolo; (69 pag.)US2015/328208; (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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1008-07-7,7-Chloro-1H-indole-3-carbaldehyde,as a common compound, the synthetic route is as follows.

To a stirring solution of 7-chloro-?H-indole-3-carbaldehyde SM1 (200 mg, 1.lmmol) in MeOH (10m1),was added TMSCN (168mg, 1.5mmol), NH3 (gas) was chargedinto the mixture at 0C. The reaction mixture stirred at 45C for 3 h. After consumption of the starting material (by TLC), the reaction mixture concentrated under reduced pressure to obtain crude product, which washed with ether to afford compound 1 (200mg, 88%). TLC:30% EA/PE (Rf: 0.3). LC-MS: m/z = 206[(M+1)], 1008-07-7

As the paragraph descriping shows that 1008-07-7 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

2795-41-7, 6-Fluoroindole-3-carboxaldehyde is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To 15 mL of dichloromethane were added 6-fluoro-1H-indole-3-carbaldehyde (2.32 g, 14.2 mmol) and 4-dimethylaminopyridine (150 mg, 1.23 mmol) in turn. To the mixture was added dropwise di-tert-butyl dicarbonate (4.66 g, 21.3 mmol) at 0 C in a low temperature bath. After the addition, the mixture was reacted at 25 C for 24 hours. To the reaction mixure was added 50 mL of dichlormethane, and the resulting mixture was washed with saturated aqueous sodium bicarbonate (40 mL). The organic layer was dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated in vacuo and the residue was purified by silica gel chromatography eluted with PE/EA(V/V)= 10/ito give the title compound as a white solid (3.31 g, 88.4%). The compound was characterized by the following spectroscopic data: ?H NMR (600 MHz, CDC13): 6 10.04 (s, 1H), 8.22-8.17 (m, 2H), 7.84 (d, J= 9.6 Hz, 1H), 7.10 (td, J= 9.0, 2.4 Hz, 1H), 1.69 (s, 9H).

2795-41-7, 2795-41-7 6-Fluoroindole-3-carboxaldehyde 262903, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; JIN, Chuanfei; ZHONG, Wenhe; ZHANG, Ji; GAO, Li; CHEN, Kangzhi; WO2015/90233; (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