Tag: M.W:100-200

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6625-96-3,5-Nitro-1H-indole-3-carbaldehyde,as a common compound, the synthetic route is as follows.

6625-96-3, Phthalic anhydride (1) (10 mM) and hydrazine hydrate (2) (10 mM) were added to [DBUH][OAc] (50 mM) and heated for 10 min at 60-65 C to form phthalhydrazide as an intermediate. Then, to this reaction mixture were added 5-nitroindole-3-carboxaldehydes (3a) (10 mM) and malanonitrile/ethylcyano acetate (4) (10 mM). The reaction mixture was heated for 20-35 min until no starting materials could be detected by TLC. Upon completion of the process, cold water was added and thevsolid residue was filtered off. The corresponding product 5 was recrystallized from ethanol. 3-Amino-1-(5-nitro-1H-indol-2-yl)-5,10-dioxo-5,10-dihydro-1H-pyrazolo[1,2-b]phthalazine-2-carbonitrile (5a). mp >220C. IR spectrum, nu, cm-1: 3116-3440 br.m (NH), 2218 s (CN), 1669 s (CO, amide), 1686 s (CO, amide). 1H NMR spectrum, delta, ppm: 5.67 s (1H, CH), 7.26-8.68 m (10H, Ar-H, NH2), delta11.87 s (1H, NH). 13C NMR spectrum, delta, ppm: 61.5, 69.1, 110.6, 111.5, 115.8, 115.9, 119.2, 122.9, 123.6, 127.6, 134.6, 135.6, 138.4, 144.6, 145.8, 161.6, 164.5. MS: m/z: 400 [M+ H]+

The synthetic route of 6625-96-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Jeevan Raghavendra; Siddaiah; Russian Journal of General Chemistry; vol. 88; 9; (2018); p. 1892 – 1898; Zh. Obshch. Khim.; vol. 88; 9; (2018); p. 1892 – 1898,7;,
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

EXAMPLE 79 N-(3,4-dichlorobenzyl)-N’-1H-indol-4-ylurea 4-Aminoindole (0.13 g, 1 mmol) in THF (3 mL) was treated with 1,2-dichloro-4-(isocyanatomethyl)benzene (0.22 g, 1.1 mmol) for 3 h at ambient temperature. Hexane was added to the reaction mixture to precipitate 0.25 g of the title compound as a tan solid. mp 201 C.; 1H NMR (300 MHz, DMSO-d6) delta 4.23 (d, 2H), 6.36 (s, 1H), 6.54 (t, 1H), 7.0 (dd, 1H), 7.25 (m, 2H), 7.30 (d, 2H), 7.45 (d, 1H), 7.6 (m, 2H), 8.31 (s, 1H), 10.87 (s, 1H) MS (DCI+) m/z 336 (M+H); Anal. Calcd. For C16H13N3Cl2O: C, 57.50; H, 3.92; N, 12.57. Found: C, 56.94, H, 3.68; N, 11.97., 5192-23-4

5192-23-4 4-Aminoindole 583431, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; Abbott Laboratories; US6933311; (2005); B2;,
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

1196-69-6, Indole-5-carboxaldehyde is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

S221 10 parts by mole of bromine n-butane was slowly added to 400 parts by mole of DMSO, and then 15 parts by mole of indole aldehyde 5a and 15 parts by mole of KOH were added to the DMSO to form a mixed liquid; S222 The mixture was stirred at room temperature for 9h, then 5000 molar parts of water were added and extracted with dichloromethane; S223 The combined methylene chloride layers were washed sequentially with water and brine, dried over anhydrous Na2SO4 and evaporated to dryness under reduced pressure to give a residue. The residue was purified by column chromatography on silica gel using a volume ratio of 2: 1 petroleum ether / ethyl acetate to give indoledehyde 4b.

1196-69-6, The synthetic route of 1196-69-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Wenzhou University; Huang Xiaobo; Qian Lebin; Wu Huayue; Zhou Yibin; Liu Miaochang; Gao Wenxia; Ding Jinchang; (34 pag.)CN107382982; (2017); 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

1953-54-4, 5-Hydroxyindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Chlorodifluoromethane is bubbled trough an ice-cooled solution of 6.65 g 5-hydroxy-indole and 3.69 g tetrabutylammonium iodide in a mixture of 70 ml dioxane and 20 ml of an aqueous solution of sodium hydroxide (50 %). After TLC indicating the absence of starting material, 500 ml dichloromethane are added. The mixture is washed with water. The organic layer is dried and the solvent is removed under reduced pressure. After column chromatography (silica gel; toluene, acetone 99:1 v:v), 2.19 g (24 %) of the title compound are obtained as a colorless liquid. MS: [M+H]: 184.1 , [M-H]: 182.0. 1H-NMR (CDCI3): 6.48 (t, 1 H, JM = 75 Hz, CHF2), 6.52 (m, 1 H, aromatic), 6.98 (dd, 1 H, aromatic), 7.2-7.4 (m, 3H, aromatic). 13C-NMR (CDCI3): 103.0, 111.5, 111.9, 115.4, 117.1, 122.2, 126.0, 128.4, 133.6 (aromatic carbons)

1953-54-4, 1953-54-4 5-Hydroxyindole 16054, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; 4SC AG; WO2009/24613; (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

6960-42-5,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6960-42-5,7-Nitro-1H-indole,as a common compound, the synthetic route is as follows.

(2) Preparation of Compound 5g (N-(1H-Indol-7-yl)-4-sulfamoyl-benzenesulfonamide); The compound 4 of the Embodiment 1 (2.00 g, 12.33 mmol) was dissolved in isopropanol (25 mL), and then Fe powder (2.07 g, 37.20 mmol) and an NH4Cl solution formulated with NH4Cl (0.13 g, 2.43 mmol) and water (9 mL) were added. After the resulting solution was heated at 60 C for 1.5 hr, a TLC test was used to confirm the completion of the reaction. Then, active charcoal was added into the reaction solution, and stirred for 3 min. The solution was filtered, and ethyl acetate was used to wash the residue until the volumn of the filtrate was 150 mL. The compound 10 (3.31 g, 13.3 mmol) and pyridine (3.00 mL, 33.55 mmol) was serially added into the solution. The resulting solution was stirred at room temperature for 10 hr. When the result of TLC test showed that the reaction was completed, ethyl acetate was added to dilute the reaction solution to 250 mL. Then, the reaction solution was sequentially washed with 1 N of HCl, water, saturated NaHCO3 solution, and brine. The color of the organic layer was red oxide after the washing steps. Na2SO4 was added for dehydration, and the organic layer was filtered and concentrated to obtain a solid. The solid was re-crystallized in ethanol to obtain a needle-shaped white solid, compound 5g (2.13 g, 66%). mp 215-216 C; 1H NMR (200 MHz, acetone-d6) delta6.45 (d, J= 4.2 Hz, 1H, ArH), 6.69 (d, J= 7.2 Hz, 1H, ArH), 6.79 (s, 1H, NH), 6.83 (t, J= 7.6 Hz, 1H, ArH), 7.34 (t, J = 2.6 Hz, 1H, ArH), 7.42 (d, J = 7.8 Hz, 1H, ArH), 7.85 (d, J = 8.4 Hz, 2H, ArH), 7.95 (d, J = 8.8 Hz, 2H, ArH), 7.99 (s, 1H, NH), 8.98 (s, 1H, NH), 10.15 (s, 1 H, NH); 13C NMR (50 MHz, acetone-d6) delta102.5, 117.7, 119.6, 121.2, 125.82, 126.0, 127.1, 128.4, 130.7, 140.2, 143.2, 148.3; MS (EI) m/z 351 (M+, 53%), 131 (M-220, 100%), 104 (M-247, 47%).

The synthetic route of 6960-42-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Purzer Pharmaceutical Co., Ltd.; EP2366687; (2011); 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.39830-66-5,Methyl indole-4-carboxylate,as a common compound, the synthetic route is as follows.

A 2M solution of oxalyl dichloride in DCM (1.712 mL, 3.425 mmol) was added to DCM (15 mL) in an ice-water bath. /V,/V-dimethylformamide (0.250 g, 3.425 mmol) was added dropwise under nitrogen. The reaction was stirred for 30 minutes at 0 C. Then methyl lH-indole-4-carboxylate (0.5 g, 2.854 mmol) in DCM (10 mL) was added. The reaction was warmed to room temperature and stirred for 1 hour. The solvent was removed. THF (15 mL) and 20% aqueous ammonium acetate were added. The reaction was stirred for 30 minutes under reflux (-70 C). The mixture was then extracted with ethyl acetate. The combined organic fractions were concentrated. The residue was purified by silica gel column chromatography to give the title compound (551 mg) as a white solid. LCMS m/z = 204.2 [M+H]+; NMR (400 MHz, CDC13) delta 4.00 (s, 3H), 7.34 (t, 7 = 7.8 Hz, 1H), 7.63 (dd, 7 = 8.0 and 1.0 Hz, 1H), 7.87 (dd, 7 = 7.5 and 1.0 Hz, 1H), 8.10 (d, 7 = 3.2 Hz, 1H), 9.08 (bs, 1H), 10.53 (s, 1H)., 39830-66-5

As the paragraph descriping shows that 39830-66-5 is playing an increasingly important role.

Reference£º
Patent; ARENA PHARMACEUTICALS, INC.; SEMPLE, Graeme; BEHAN, Dominic P.; FEICHTINGER, Konrad; GLICKLICH, Alan; GROTTICK, Andrew J.; KAM, Maria Matilde Sanchez; KASEM, Michelle; LEHMANN, Juerg; REN, Albert S.; SCHRADER, Thomas O.; SHANAHAN, William R.; WONG, Amy Siu-Ting; ZHU, Xiuwen; WO2015/66344; (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.4769-97-5,4-Nitroindole,as a common compound, the synthetic route is as follows.,4769-97-5

EXAMPLE 29A 1-methyl-4-nitro-1H-indole A solution of 4-nitroindole (500 mg, 3.1 mmol) in THF (15 mL) at 0 C. was treated portionwise with NaH (290 mg, 9.3 mmol), stirred for 30 minutes, treated dropwise with methyl iodide (0.95 mL, 15.5 mmol), warmed to room temperature for 18 hours, treated sequentially with water and ethyl acetate (200 mL), and washed with brine (100 mL). The organic layer was dried (Na2SO4), filtered, and concentrated to provide the desired product, which was used in the next step without further purification.

As the paragraph descriping shows that 4769-97-5 is playing an increasingly important role.

Reference£º
Patent; Abbott Laboratories; US6521658; (2003); B1;,
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

19012-02-3, 3-Acetyl-1-methylindole 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 N-methyl-3-acetylindol (1 mmol) and the benzaldehyde derivative (1 mmol) in methanol (10 ml) was added KOH (1 ml from a 50% solution in H2O). The mixture was heated at 60 C for 12 h then evaporated to dryness. The crude was dissolved in ethyl acetate (30 ml) then washed with HCl (1N, 10 ml) and H2O (10 ml), respectively. The organic layer was separated, dried over Na2SO4 and evaporated. The product was purified by chromatography column eluted with hexane:ethyl acetate (8:2) to yield the title compound as a yellow powder.

19012-02-3, As the paragraph descriping shows that 19012-02-3 is playing an increasingly important role.

Reference£º
Article; Martel-Frachet, Veronique; Kadri, Malika; Boumendjel, Ahcne; Ronot, Xavier; Bioorganic and Medicinal Chemistry; vol. 19; 20; (2011); p. 6143 – 6148;,
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

100846-24-0, 5-(Trifluoromethyl)indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[0105] A solution of 3-bromoiodobenzene (32, 0.284 g, 1.00 mmol), 5-trifluoromethylindole (0.155 g, 0.840 mmol; Walkington, A.; Gray, M.; Hossner, F.; Kitteringham, L; Voyle, M. Synth. Commun. 2003, 33, 2229-2233), Pd(OAc)2 (10 mg, 0.04 mmol), (0262) bis(diphenylphosphino)m ethane (17 mg, 0.040 mmol), and KOAc (0.249 g, 2.51 mmol) in deoxygenated water (2 mL) was heated at 110 C for 24 h, cooled to room temperature, diluted with EtOAc (10 mL) and 1 N HC1 (5 mL), and extracted with EtOAc (2 x 10 mL). The combined organic layers were dried (MgS04), concentrated, and purified by chromatography on Si02 (10% EtOAc/petroleum ether). The residue was recrystallized (hexanes/CH2Cl2) to give 2-(3- bromophenyl)-5-(trifluoromethyl)-lH-indole (16, 139 mg, 49%) as a colorless solid: 1H MR (400 MHz, CDC13) delta 8.48 (bs, 1 H), 7.92 (s, 1 H), 7.79 (s, 1 H), 7.56 (d, J= 7.6 Hz, 1 H), 7.48 (d, J= 7.9 Hz, 1 H), 7.46-7.00 (m, 2 H), 7.36-7.27 (m, 1 H), 6.88 (d, J= 1.6 Hz, 1 H).

100846-24-0, The synthetic route of 100846-24-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; UNIVERSITY OF PITTSBURGH – OF THE COMMONWEALTH SYSTEM OF HIGHER EDUCATION; NATIONAL INSTITUTES OF HEALTH; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA, A CALIFORNIA CORPORATION; HURYN, Donna M.; WIPF, Peter; LAPORTE, Matthew G.; COLOMBO, Raffaele; KOVALIOV, Marina; LIM, Chaemin; ALVEREZ, Celeste Natalie; YUE, Zhizhou; SAMAHKUMARA, Lalith Palitha; CHATTERLEY, Alexander Julian; YAN, Yongzhao; LIANG, Mary; GREEN, Neal J.; MOORE, William; BALDWIN, Eric; ARKIN, Michelle R.; NEITZ, Jeff; BULFER, Stacie; ANG, Kean-Hooi; BRYANT, Clifford; (128 pag.)WO2017/70320; (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.244-76-8,9H-Pyrido[2,3-b]indole,as a common compound, the synthetic route is as follows.

In a 500mL 2-neck flaskIodobenzene (5.27 g, 26.0 mmol),Alpha-carboline (3.95 g, 23.0 mmol),CuI (0.13 g, 0.705 mmol),K3PO4 (9.96 g, 47.0 mmol),Trans-1,2-diaminocyclohexane (0.08 g, 0.705 mmol)And 1,4-dioxane (250 mL).after,And refluxed for 24 hours.After completion of the reaction,The solvent was distilled off under reduced pressureShort column was performed using CH2Cl2.The reaction mixture was subjected to column chromatography using CH2Cl2: hexane and then recrystallized to obtain 4.00 g of a white solid compound. (Yield: 70.0%)., 244-76-8

244-76-8 9H-Pyrido[2,3-b]indole 67486, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; LG Display Co., Ltd.; Bae, Sook Young; Lee, Sung Jae; Yang, Jung Hwan; Choe, Hyung Jong; Kim, Chun Ki; (29 pag.)KR2016/82872; (2016); 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