Tag: M.W:100-200

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5654-93-3,3-Methyl-7-azaindole,as a common compound, the synthetic route is as follows.

[0517] (b) Ethyl 3-(3-methyl-lH-pyrrolo[2,3-b]pyridin-l-yl)propanoate: To a stirred solution of 3-methyl-lH-pyrrolo[2,3-b]pyridine (95 mg, 0.72 mmol), Cs2CO3 (468 mg, 1.44 mmol) in DMF (2 mL) was added ethyl acrylate (0.078 mL, 0.72 mmol). The reaction mixture was stirred overnight at room temperature. The reaction was diluted with EtOAc and washed with water, brine and dried (Na2SO4). Concentration provided a viscous orange oil (150 mg) which was used without additional purification.

5654-93-3, 5654-93-3 3-Methyl-7-azaindole 10931471, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; STEIN, Philip; DAINES, Robert; SPROUS, Dennis; O’GRADY, Harold; WO2010/132615; (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.6146-52-7,5-Nitroindole,as a common compound, the synthetic route is as follows.,6146-52-7

KOH (5 eq.) was added to asolution of indole (1 eq.) dissolved in acetone (5 mL/mmol ofindole) at 0 C. Iodomethane (2 eq.)was added. Solutionwas stirredat 40 C until disappearance of indole by TLC. Reaction was thencooled to room temperature. DCM (33 mL/mmol of indole) wasadded to reaction and stirred for 30 min. The solid was then filteredout and filtrate was washed 2 H2O, 1 1M HCl, and 2 H2O.Organic layer was dried with Mg2SO4 and rotovapped. Crudeproduct was recrystallized. Yellow solid; 65e100%; 1H NMR(CDCl3): d8.61 (m, 1H), 8.16 (dd, 1H), 7.36 (dt, 1H), 7.23 (d, 1H), 6.70(dd, 1H), 3.89 (s, 3H); 13C NMR (CDCl3): d139.43, 132.00, 127.63,118.18, 117.27, 109.08, 103.86, 99.99, 33.32.

The synthetic route of 6146-52-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Martinez, Anastasia A.; Espinosa, Bianca A.; Adamek, Rebecca N.; Thomas, Brent A.; Chau, Jennifer; Gonzalez, Edwardo; Keppetipola, Niroshika; Salzameda, Nicholas T.; European Journal of Medicinal Chemistry; vol. 157; (2018); p. 1202 – 1213;,
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

245-08-9, 5H-Pyrido[3,2-b]indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

In a two-necked 250 ml flask7 g (42 mmol) of delta-carboline,1-bromo-3-nitrobenzene (1-bromo-3-nitrobenzene)9.3 g (46 mmol) of CuI, 0.52 g (3 mmol) ,0.94 g (5 mmol) of 1,10-phenanthroline,22 g (104 mmol) of K3PO4 and 120 ml of dioxane were added, and the mixture was refluxed at 80 to 100 DEG C for 24 hours in a nitrogen atmosphere.After the reaction was completed, the reaction product was dissolved in methylene chloride (MC) and filtered using Celite. The filtered solution was distilled under reduced pressure and extracted with MC and distilled water.The extracted MC layer was dehydrated with MgSO4, and then purified by vacuum distillationThe solvent was removed to give a yellow solid. The solid was separated from the white solid (1) (7.5 g, yield: 65%) by column chromatography., 245-08-9

As the paragraph descriping shows that 245-08-9 is playing an increasingly important role.

Reference£º
Patent; Raepto Co., Ltd.; Oh Yu-jin; Han Gap-jong; (27 pag.)KR2019/28878; (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

1075-35-0, 5-Chloro-2-methylindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

a. A mixture consisting of 100 gm (0.6 mol) of 5-chloro-2-methyl-indole, 100 gm (0.65 mol) of 4-piperidone monohydrate hydrochloride, 900 ml of glacial acetic acid and 450 ml of 4 N phosphoric acid was heated for 2 hours at 80C. Thereafter, the reaction mixture was cooled and then poured into a mixture of ice and ammonia, and the resulting mixture was extracted with ethyl acetate. The organic extract solution was washed with water, dried and evaporated, and the residue was recrystallized from methanol, yielding 108 gm (73% of theory) of 4-(5′-chloro-2′-methyl-3′-indolyl)-1,2,5,6-tetrahydropyridine, m.p. 208-210C., 1075-35-0

1075-35-0 5-Chloro-2-methylindole 70636, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; Boehringer Ingelheim GmbH; US3980658; (1976); 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.1196-70-9,1H-Indole-6-carbaldehyde,as a common compound, the synthetic route is as follows.

Description for D11; 1H-indole-6-carbaldehyde oxime (D1); Hydroxylamine hydrochloride (0.574 g) was added portionwise to a solution of 1H-indole-6-carbaldehyde (1 g) in pyridine (5 ml) are RT. The resulting solution was heated to reflux and stirred at that temperature for 1 hour. The solvent was evaporated. The residue was diluted with ethyl acetate (50 mL) and the resulting solution was washed with aqueous hydrochloric acid (0.5 M, 40 mL). The organic fraction was separated and dried over anhydrous magnesium sulfate. The dried solution was concentrated to afford a brown oily solid. The residue was triturated with ether/hexane to afford 1H-indole-6-carbaldehyde oxime (D11) as a pink solid (128 mg). Solid was precipitated out from the filtrate. The solid was collected to give another batch of 1H-indole-6-carbaldehyde oxime (D11) (818 mg). deltaH (DMSO-d6, 400 MHz): 6.44 (1H, m), 7.24 (1H, dd), 7.32 (1H, m), 7.55 (1H, dd), 7.57 (1H, s), 8.19 (1H, s), 10.88 (1H, s), 11.25 (1H, brs)., 1196-70-9

1196-70-9 1H-Indole-6-carbaldehyde 2773435, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; Castro Pineiro, Jose Luis; Lin, Xichen; Liu, Qian; Meng, Kevin; Ren, Feng; Vesey, David R.; Zhao, Baowei; US2010/29729; (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.6146-52-7,5-Nitroindole,as a common compound, the synthetic route is as follows.

6146-52-7, General procedure: A 50 mL round-bottomed flask equipped with a magnetic stirringbar was charged with the appropriate indole 1 (0.5 mmol,1.0 equiv), 37% aq HCHO (0.5 mmol, 0.0406 g, 1.0 equiv), 25% aqNH3 (1.0 mmol, 0.0681 g, 2.0 equiv), FeCl3 (0.01 mmol, 0.0016 g,2 mol%), and DMF (2 mL). The flask was fitted with a reflux condenser,and the mixture was stirred at 130 C under open air.When the reaction was complete (TLC), the mixture was cooledto r.t., diluted with sat. aq NaCl (10 mL) and 0.5 M aq HCl (2 mL),and extracted with EtOAc (3 x 7 mL). The organic layers werecombined, washed with sat. aq NaHCO3 (10 mL) and sat. aq NaCl(10 mL), dried (Na2SO4), and concentrated under reduced pressure.The residue was purified by flash column chromatography(silica gel, hexane-EtOAc).

6146-52-7 5-Nitroindole 22523, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Article; Wang, Qing-Dong; Zhou, Bin; Yang, Jin-Ming; Fang, Dong; Ren, Jiangmeng; Zeng, Bu-Bing; Synlett; vol. 28; 19; (2017); p. 2670 – 2674;,
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.6245-89-2,(1H-Indol-3-yl)-1-propanamine,as a common compound, the synthetic route is as follows.

6245-89-2, Proceeding as in Example 3, but replacing 2-[2-(cyclopropylmethyloxy)phenoxy]ethyl methanesulfonate with 2-(2-ethyloxyphenoxy)ethyl methanesulfonate and [2-(5-chloro-1H-indol-3-yl)-1,1-dimethylethyl]amine with [3-(1H-indol-3-yl)-prop-1-yl]amine, gave [3-(1H-indol-3-yl)prop-1-yl][2-(2-ethyloxyphenoxy)ethyl]amine hydrochloride, m.p. 147¡ã-148¡ã C.

As the paragraph descriping shows that 6245-89-2 is playing an increasingly important role.

Reference£º
Patent; Syntex (U.S.A.) Inc.; US5436264; (1995); 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.35320-67-3,2-Methyl-1H-indol-4-ol,as a common compound, the synthetic route is as follows.

(a) Trifluoro-methanesulfonic acid 1-(tert-butyl-dimethyl-silanyl)-2-methyl-1H-indol-4-yl ester. 4-Hydroxy-2-methylindole (1.00 g, 6.79 mmol) was taken up in dry CH2Cl2 (10 mL). Triethylamine (1.40 mL, 12.2 mmol) was added and the solution was cooled to 0 C. in an ice bath. A solution of trifluoromethanesulfonic acid anhydride (1.23 mL, 7.47 mmol) in CH2Cl2 (2 mL) was added drop-wise. The reaction mixture was stirred for 10 min at 0 C. and was diluted with CHCl3 and extracted with sat. K2CO3. The organic layer was dried over K2CO3, filtered and concentrated under reduced pressure. The residue was taken up in dry THF (3 mL) and sodium hydride (60% dispersion, 360 mg, 9.00 mmol) was added portion wise. After the hydrogen evolution had ceased, a solution of tert-butyldimethylsilyl chloride (1.13 g, 7.50 mmol) in dry THF (2 mL) was added and the mixture was stirred overnight at room temperature. The reaction mixture was diluted with CH2Cl2 (20 mL), washed with sat. NH4Cl solution (10 mL), dried (Na2SO4), filtered and concentrated to provide the crude product. Flash chromatography (SiO2, AcOEt/heptane 1:50) gave pure trifluoro-methanesulfonic acid 1-(tert-butyl-dimethyl-silanyl)-2-methyl-1H-indol-4-yl ester (1.70 g, 64%).

35320-67-3, As the paragraph descriping shows that 35320-67-3 is playing an increasingly important role.

Reference£º
Patent; Locus Pharmaceuticals, Inc.; US2008/280891; (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

6245-89-2, (1H-Indol-3-yl)-1-propanamine is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6245-89-2, Ketone (Ket-10, 435 mg, 2 mmol) and 3-(1H-indol-3-yl)propan-1-amine (Ind-15, 348 mg, 2 mmol) were dissolved in DCE (20 ml). A rapid addition of methanesulfonic acid (4 ml) then took place. The mixture was stirred at RT for 1 h. The clear red reaction mixture was diluted with H2O (10 ml) and adjusted to pH 11 with 2N NaOH. After separation of the phases, the aqueous phase was extracted with DCE (3*20 ml). The organic extracts were combined and dried over Na2SO4 and the solvent was removed on a rotary evaporator. The residue was purified by means of column chromatography (MeOH) and the free base of the desired product was obtained as a yellow solid (400 mg, 54percent) For preparation of the citrate, the olefin just obtained (380 mg, 1.02 mmol) was dissolved in hot EtOH (10 ml) and a hot solution of citric acid (196 mg, 1.02 mmol) in EtOH (2 ml) was added. The mixture was then kept at 5¡ã C. for 16 h. Ethanol was removed on a rotary evaporator and the desired citrate (Ex. 4) was obtained as a yellow solid (576 mg, 100percent, m.p.: 150-155¡ã C. 1H NMR (400 MHz, DMSO-d6) delta ppm: 1.33 (s, broad, 2H), 1.43-1.57 (m, 2H), 1.65-1.82 (m, 2H), 1.99-2.17 (m, 8H), 2.37-2.47 (m, 1H), 2.47-2.54 (m, 3H), 2.54-2.68 (m, 3H), 2.68-2.79 (m, 1H), 6.11-6.19 (m, 1H), 6.85-7.02 (m, 1H), 7.16-7.25 (m, 2H), 7.25-7.35 (m, 2H), 7.37-7.43 (m, 1H),), 7.43-7.52 (m, 2H), 10.52 (s, 1H) 13C NMR (101 MHz, DMSO-d6) delta ppm: 21.8, 26.6, 27.0, 32.7, 35.2, 38.5, 41.74, 60.1, 110.4, 110.8, 117.8 117.9, 120.5, 124.6, 126.0, 126.8, 127.2, 128.3, 129.7, 134.8, 134.9, 142.5

As the paragraph descriping shows that 6245-89-2 is playing an increasingly important role.

Reference£º
Patent; GRUNENTHAL GmbH; US2010/9986; (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.1912-33-0,Methyl 2-(1H-indol-3-yl)acetate,as a common compound, the synthetic route is as follows.

1-Methoxycarbonyl-3-indoleacetic acid methyl ester Methyl indole-3-acetate (2.00 g, 10.57 mmol) was dissolved in dichloromethane (30 ml). To this solution, tetrabutylammonium iodide (TBAI, 30.0 mg, 0.081 mmol) and a 30% aqueous sodium hydroxide solution (24 ml) were added, and the mixture was cooled to 0 C. To the reaction solution, methyl formate chloride (1.96 g, 20.73 mmol) was added, and the mixture was stirred at 0 C. for 2 hours. After the reaction was confirmed by TLC to be complete, the reaction was quenched by the addition of 6 N hydrochloric acid. Water (50 ml) was added thereto, followed by extraction with chloroform (50 ml) three times. The organic layer was washed twice with brine and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, and then, the residue was purified by silica gel column chromatography (hexane:ethyl acetate=8:2) to obtain methyl N-methoxycarbonylindole-3-acetate (2.26 g, yield: 87%): 1H NMR (400 MHz, CDCl3): delta 8.18 (d, J=7.0 Hz, 1H), 7.59 (s, 1H), 7.53 (d, J=7.7 Hz, 1H), 7.35 (t, J=7.5 Hz, 1H), 7.27 (t, J=7.4 Hz, 1H), 4.00 (s, 3H), 3.72 (s, 3H), 3.71 (s, 2H); 13C NMR (100 MHz, CDCl3): delta 171.1, 151.1, 135.2, 129.9, 124.6, 123.8, 122.8, 118.9, 115.0, 113.8, 53.5, 51.9, 30.6; IR (neat): 1746, 1455, 1382, 1258, 1164, 1089, 1018 cm-1; EI-MS: m/z [M]+ 247.

1912-33-0, 1912-33-0 Methyl 2-(1H-indol-3-yl)acetate 74706, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; TOHOKU UNIVERSITY; KAKE EDUCATIONAL INSTITUTION; KANAGAWA PREFECTURAL HOSPITAL ORGANIZATION KANAGAWA CHILRDEN’S MEDICAL CENTER; ABE, Takaaki; TOMINAGA, Teiji; HAYASHI, Kenichiro; OSAKA, Hitoshi; US2015/353489; (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