Tag: M.W:100-200

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.17422-33-2,6-Chloro-1H-indole,as a common compound, the synthetic route is as follows.

6-chloro-1H-indole-3-carboxylic acid Using a procedure described in J. Med. Chem. 1991, 34, 140, from 7.0 g (0.046 mmol) of 6-chloro-1H-indole was prepared 5.80 g (64%) of 6-chloro-1H-indole-3-carboxylic acid as a light brown solid. ES-MS m/e (%): 194 (M-H+).

17422-33-2, The synthetic route of 17422-33-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Bissantz, Caterina; Grundschober, Christophe; Ratni, Hasane; Rogers-Evans, Mark; Schnider, Patrick; US2007/21463; (2007); 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.5416-80-8,2-Methyl-1H-indole-3-carbaldehyde,as a common compound, the synthetic route is as follows.

General procedure: To a suspension of 2-methylindole-3-carboxaldehyde (7a) (200 mg, 1.26 mmol) and Cs2CO3 (1.34 g, 3.80 mmol) in N,N-dimethylformamide (4 mL) was added 2-fluorobenzaldehyde (210 muL, 1.99 mmol) under a nitrogen atmosphere. The reaction mixture was heated at 140 C until the indole substrate was all consumed (monitored by TLC), and then allowed to cool down to room temperature. The resulting mixture was filtered and washed with ethyl acetate (80 mL). The filtrate was washed with water (3 X 80 mL). The organic layer was dried over Na2SO4 and concentrated under reduced pressure. The residue was purified by flash column chromatography on silica gel (EtOAc/hexanes = 1:3) to afford the desired indolo[1,2-a]quinoline., 5416-80-8

The synthetic route of 5416-80-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Thanetchaiyakup, Adisak; Rattanarat, Hassayaporn; Chuanopparat, Nutthawat; Ngernmeesri, Paiboon; Tetrahedron Letters; vol. 59; 11; (2018); p. 1014 – 1018;,
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.169674-01-5,5,6-Difluoroindole,as a common compound, the synthetic route is as follows.

5,6-difluoro-2,3-dihydro-1H-indole Under an argon atmosphere 0.30 g (1.8 mmol) 5,6-difluoroxindole were dissolved in 10 mL THF and 3.0 mL of a 1 molar borane solution in THF were added dropwise. Then the reaction mixture was heated to 70 C. for 2 h and then cooled. After mixing with 3 mL MeOH another 5 mL of a 4N aqueous hydrochloric acid solution were added and the mixture was refluxed for 1 h. The organic phase was evaporated down, the aqueous phase was washed with DCM and then made alkaline with a 4N aqueous sodium hydroxide solution and extracted several times with EtOAc. The combined organic phases were dried on sodium sulphate, filtered and evaporated down. Yield: 160 mg (47% of theory) ESI-MS: m/z=156 (M+H)+ Rt (HPLC-MS): 0.73 min (method C), 169674-01-5

169674-01-5 5,6-Difluoroindole 2778732, aindole-building-block compound, is more and more widely used in various fields.

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Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2011/21500; (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

10075-50-0, 5-Bromoindole 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 the appropriate indoles 3a-d (6.8 mmol) in anhydrous acetonitrile (6.0 mL),chlorosulfonyl isocyanate (CSI) (0.63 mL, 7.25 mmol) was added dropwise at 0 C and the reactionmixture was stirred at 0 C for 2 h. Anhydrous dimethylformamide (DMF) (1.3 mL, 170.0 mmol)was added dropwise and the mixture was stirred at 0 C for 2 h. The mixture was poured intoice-water and the obtained precipitate was filtered off, dried (anhydrous Na2SO4) and purified bycolumn chromatography using petroleum ether/ethyl acetate (40/60) (for 4b-d) or ethyl acetate (for4a) as eluent., 10075-50-0

10075-50-0 5-Bromoindole 24905, aindole-building-block compound, is more and more widely used in various fields.

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Article; Carbone, Anna; Parrino, Barbara; Cusimano, Maria Grazia; Spano, Virginia; Montalbano, Alessandra; Barraja, Paola; Schillaci, Domenico; Cirrincione, Girolamo; Diana, Patrizia; Cascioferro, Stella; Marine Drugs; vol. 16; 8; (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

5192-23-4, 4-Aminoindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

4. To a solution of Compound 4 (500 mg, 2.57 mmol) in DCM (10 mL) were added 4- aminoindole (340 mg, 2.57 mmol), EDCI (1 g, 5.14 mmol) and DMAP (80 mg). The reaction mixture was stirred at RT overnight. TLC indicated reaction completion. The residue was treated with water and extracted with DCM. The organic extracts were washed with brine, dried over anhydrous Na2SO4, filtered and concentrated to give a crude oil. The crude product was purified by silica gel chromatography to afford Example 43 (200 mg, 25.2%). 1HNMR (CDCI3, 300 MHz) delta: 1.3-1.4 (d, 3 H), 2.6-3.0 (m, 2 H), 3.7-3.9 (m, 4 H), 6.8- 7.0 (m, 2 H), 7.2-7.5 (m, 5 H), 7.6-7.8 (m, 1H). 8.2-8.3 (m, 1 H). LC-MS: m/z= 309.3 (M+l) +.

5192-23-4, As the paragraph descriping shows that 5192-23-4 is playing an increasingly important role.

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Patent; FORGE LIFE SCIENCE, LLC; REMISZEWSKI, Stacy; KOYUNCU, Emre; SUN, Qun; CHIANG, Lillian; (133 pag.)WO2016/77240; (2016); 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.487-89-8,Indole-3-carboxaldehyde,as a common compound, the synthetic route is as follows.,487-89-8

A mixture of 3-formylindole (16) (11.95 g, 0.0823 mol), crushed sodium hydroxide (9.65 g, 0.241 mol) and tetra-n-butylammonium hydrogen sulfate (1.09 g, 3.21 mmol) in methylene chloride (100 mL) was stirred in an ice bath. Benzenesulfonyl chloride (17.16 g, 0.0972 mol) was added via an additional funnel over 10 min. The resulting mixture was stirred at room temperature for 2 h. Water was added and the organic layer was washed several times with water and dried over magnesium sulfate to afford 17 as a white solid (22.6 g, 96%) after removal of solvent; mp 156-157 C (lit.16 mp 158-158.5 C). 1H NMR (CDCl3) 10.06 (s, 1H), 8.22-8.17 (m, 2H), 7.95-7.89 (m, 3H), 7.58-7.32 (m, 5H).

487-89-8 Indole-3-carboxaldehyde 10256, aindole-building-block compound, is more and more widely used in various fields.

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Article; Gribble, Gordon W.; Keavy, Daniel J.; Liu, Yanbing; vol. 2019; 6; (2019);,
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.35320-67-3,2-Methyl-1H-indol-4-ol,as a common compound, the synthetic route is as follows.

EXAMPLE 11.12a: COMPOUND (5-33)[00434] 2,2′-(1,1 “-(12,12′-(1,2-phenylenebis(oxy))bis(dodecane-12,1 -diyl))bis(3-(2- amino-2-oxoacetyl)-2-methyl-1H-indole-4,1-diyl))bis(oxy)bis(3-methylbutanoic acid) (ILY-V-33) Hydroxy indole 1 (1 mmol) and tert-butyl 2-bromo-3-methylbutanoate (1 mmol) is dissolved in 10 mL acetone. To this solution at room temperature is added anhydrous potassium carbonate (2 mmol) and the stirred mixture is refluxed for 12 hours. The solid is removed by filtration and followed by column chromatography to give 2., 35320-67-3

35320-67-3 2-Methyl-1H-indol-4-ol 590225, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; ILYPSA, INC.; WO2007/56279; (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

883535-89-5,883535-89-5, 2-(2-Methyl-1H-indol-1-yl)ethanamine is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A solution of 2-(2-methyl-1H-indol-1-yl)ethanamine (4a) (65 mg, 0.373 mmol) and 4-(piperidin-1-yl)benzoic acid (5) (76 mg, 1 eq.), and dimethylaminopyridine (catalytic, ?5 mg) in dichloromethane (6 mL) was added 1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide.hydrochloride (EDCI) (92 mg, 1.3 eq.) at room temperature. The resulting reaction mixture was stirred for 6h. At the conclusion of the reaction (TLC), water (15 mL) was added to quench the reaction. The product was extracted with ethyl acetate (20mL¡Á3). Organics were washed with dilute HCl (10 mL), saturated NaHCO3 solution (10 mL), water (10 mL) and brine solution (10 mL) and dried over Na2SO4 and concentrated. The resulting crude product was subjected to silica gel chromatography eluting with 0-40% ethyl acetate in hexane to furnish 7k (TG7-152) (100mg, 74% yield). 1H NMR (CDCl3): delta 7.52 (d, J=5.6Hz, 1H), 7.49 (d, J=8.8Hz, 2H), 7.30 (d, J=8Hz, 1H), 7.07 (m, 2H), 6.80 (d, J=8.2Hz, 2H), 6.23 (s, 1H), 5.98 (t, J=5.4Hz, 1H), 4.33 (t, J=6Hz, 2H), 3.76 (q, J=6Hz, 2H), 3.25 (t, J=4.8Hz, 4H), 2.37 (s, 3H), 1.6 (m, 6H). LCMS (ESI): >97% purity at lambda 254, MS; m/z, 362 [M+H]+. Anal. Calcd. for C23H27N3O: C, 76.42; H, 7.53; N, 11.62; found; C, 76.48; H, 7.55; N, 11.59.

The synthetic route of 883535-89-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Ganesh, Thota; Jiang, Jianxiong; Dingledine, Ray; European Journal of Medicinal Chemistry; vol. 82; (2014); p. 521 – 535;,
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.1670-83-3,Indole-7-carboxylic acid,as a common compound, the synthetic route is as follows.

Example 7; Preparation of 1H-Indole-7-carboxylic acid (4-tert-butyl-benzyl)-[2-(4-methoxy-phenyl)-ethyl]-amide; To a solution of 48 mg (0.3 mmol) of 1H-indole-7-carboxylic acid and 96 mg of TBTU (0.3 mmol) in 4 ml DMF, were added 0.26 ml (1.5 mmol) of N,N-diisopropylethyl amine. After stirring for 5 min at rt, 89 mg (0.3 mmol) (4-tert-butyl-benzyl)-[2-(4-methoxy-phenyl)-ethyl]-amine in 1 ml DMF was added. After 2.5 h stirring at rt, the reaction mixture was diluted with 50 ml water and extracted with 2¡Á50 ml EtOAc. The combined organic phases were washed with water and brine, dried with magnesium sulfate, filtered and concentrated in vacuo. The yellow solid foam was purified by column chromatography (8 g silica gel; heptane/EtOAc 6:1) to give 107 mg (80%) of a white solid. MS (ISP) 441.4 (M+H)+.

1670-83-3, As the paragraph descriping shows that 1670-83-3 is playing an increasingly important role.

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Patent; Conte-Mayweg, Aurelia; Kuehne, Holger; Luebbers, Thomas; Maugeais, Cyrille; Mueller, Werner; Pflieger, Philippe; US2006/30613; (2006); 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

23077-44-3, 6-Fluoro-1H-indole-3-carboxylic 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 1H-indole-3-carboxylic acid (3) (161 mg,1.0 mmol, 1 equiv) in DMF (10 mL) or 3-(2-(1H-indol-3-yl)-1Himidazol-5-yl)benzoic acid (4) (303 mg, 1 equiv) at 0 C was addedDIPEA (0.21 mL, 1.2 mmol, 1.2 equiv). The resulting mixture wasstirred at 0 C for 30 min followed by dropwise addition of theappropriate a-bromoketone (1.1 mmol, 1.1 equiv) in DMF. Theresulting mixture was stirred at 0 C for 4 h, and then quenchedwith ice-water. The precipitated solid was filtered, washed withwater and dissolved in EtOAc. The organic phasewaswashed with a1 N HCl aqueous solution, and then a saturated NaHCO3 aqueoussolution, then H2O, dried over MgSO4, and concentrated in vacuo,which was used in the next stage without further purification. Tothis product, AcOH (25 mL) and AcONH4 (924 mg, 12 mmol, 12equiv)was added and the resulting suspensionwas refluxed for 5 h,cooled to room temperature, concentrated in vacuo and dilutedwith crushed ice. The brown solid was filtered, washed thoroughlywith water. The crude cake was dissolved in EtOAc washed with asaturated NaHCO3 aqueous solution and with H2O, dried overMgSO4, and concentrated in vacuo. The crude product was purifiedby flash chromatography on silica gel (DCM/EtOAc, 8/2 to 7/3) togive imidazole derivatives 4a-4b or 10a-10b.

23077-44-3, As the paragraph descriping shows that 23077-44-3 is playing an increasingly important role.

Reference£º
Article; Tarazi, Hamadeh; Odeh, Raed Abu; Al-Qawasmeh, Raed; Yousef, Imad Abu; Voelter, Wolfgang; Al-Tel, Taleb H.; European Journal of Medicinal Chemistry; vol. 125; (2017); p. 1213 – 1224;,
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