Month: November 2020

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

91348-45-7, Ethyl 3-bromo-1H-indole-2-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,91348-45-7

General procedure: To a mechanically stirred mixture of (1) (27.97 mmol),K2CO3 (83.91 mmol) and dry DMF (50 mL), benzyl bromideor 4-chlorobenzyl bromide (30.77 mmol) was addeddropwise respectively. After stirring for 48 h, the solutionwas filtered and the filtrate was extracted with ethyl acetate(3 ¡Á 20 mL). The combined organic extracts were washedwith water (50 mL) and brine (50 mL), dried over sodiumsulfate and concentrated. The crude product was purified bycolumn chromatography using a mixture of ethyl acetate/hexane (20:80) as eluent to give the title compounds (2a/b).

91348-45-7 Ethyl 3-bromo-1H-indole-2-carboxylate 4715017, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Article; Kaur, Jeewanjot; Singh, Amanjot; Singh, Gagandeep; Verma, Raman K.; Mall, Rajiv; Medicinal Chemistry Research; vol. 27; 3; (2018); p. 903 – 914;,
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

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

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

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.15903-94-3,6-(Benzyloxy)-1H-indole,as a common compound, the synthetic route is as follows.

To a stirred, cooled [(10OC)] suspension of sodium hydride (80.7 g of a 60% dispersion in mineral oil, 2.02 mol) in anhydrous THF (1.9 L) was added a solution of 6- benzyloxyindole (375 g, 1.68 mol) in anhydrous THF (1.9 L) keeping the temperature below [25OC.] After 2 h at 10C, propylene oxide (140 mL, 2.0 mol) was added dropwise keeping the temperature below [25OC.] After 48 h at 10C, propylene oxide (71 mL, 1.0 mol) was added. After 96 h at 10 oC, saturated aqueous potassium dihydrogenphosphate (3.8 L) and ethyl acetate (3.8 L) were carefully added, the layers were separated and the aqueous solution was extracted with 3.8 L of ethyl acetate. The combined organic extracts were dried over sodium sulfate and concentrated in vacuo to yield a solid (520 g, 110%, contains mineral oil).

15903-94-3, 15903-94-3 6-(Benzyloxy)-1H-indole 260804, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; ALCON, INC.; WO2003/101379; (2003); 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

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

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.387-44-0,7-Fluoroindole,as a common compound, the synthetic route is as follows.

EXAMPLE 18 7-fluoro-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole Beginning with 2.0 gm (14.8 mMol) 7-fluoro-1H-indole and 4.6 gm (30.0 mMol) 4-piperidone hydrochloride monohydrate, 2.1 gm (66%) of the title compound were recovered as a white solid. m.p.=186-188 C. MS(FD): m/e=216 (M+) EA: Calculated for: C13 H13 N2 F: Theory: C, 72.20; H, 6.06; N, 12.95. Found: C, 72.41; H, 6.24; N, 13.09.

387-44-0, The synthetic route of 387-44-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Eli Lilly and Company; US5846982; (1998); 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