Day: November 16, 2020

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

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.

Reference£º
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

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.

Reference£º
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

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.

Reference£º
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

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.

Reference£º
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

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.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.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

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.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