Day: November 20, 2020

40047-23-2, 6-Hydroxyindole-2-carboxylic acid is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of A (500 mg, 1.61 mmol) and 221-1 (286 mg, 1.61 mmol) and K2CO3 (446 g, 3.23 mmol) in DMSO (4 mL) is heated for 2 h at 140 ¡ãC and 10 h at 150 ¡ãC. The reaction is poured into H2O, extracted thrice with EtOAc, washed thrice with saturated aqueous NaHCO3, dried over Na2SO4, filtered and concentrated to give 221-2. The aqueous phase is acidified with concentrated HCl and extracted four times with EtOAc, washed with H20, dried over Na2SO4, filtered and concentrated to provide additional 221-2.

40047-23-2, As the paragraph descriping shows that 40047-23-2 is playing an increasingly important role.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ABEYWARDANE, Asitha; BRUNETTE, Steven Richard; BURKE, Michael Jason; KIRRANE, Thomas Martin, Jr.; MAN, Chuk Chui; MARSHALL, Daniel Richard; PADYANA, Anil Kumar; RAZAVI, Hossein; SIBLEY, Robert; SMITH KEENAN, Lana Louise; SNOW, Roger John; SORCEK, Ronald John; TAKAHASHI, Hidenori; TAYLOR, Steven John; TURNER, Michael Robert; YOUNG, Erick Richard Roush; ZHANG, Qiang; ZHANG, Yunlong; ZINDELL, Renee M.; WO2014/14874; (2014); 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.399-72-4,5-Fluoro-2-methylindole,as a common compound, the synthetic route is as follows.

5-Fluoro-2-methylindole (0.45Kg, 3.017mol, l.Owt), powdered potassium carbonate (1.251Kg, 9.05mol, 2.78wt) and acetonitrile (9.0L, 20vol) were charged to a 2OL EPO flange flask at 15 to 250C. Ethyl bromoacetate (0.671L, 2.67mol, 1.49vol) was added and the resulting suspension heated to and maintained at reflux for 18h after which time in-process check analysis by 1H NMR1 indicated 87% conversion. A further charge of ethyl bromoacetate (0.333L, 1.32mol, 0.74vol) and powdered potassium carbonate (0.626Kg, 4.53mol, 1.39wt) was made and reflux conditions established for a further 6 hours. In-process check by 1H NMR1 analysis indicated 98.4% conversion. The flask contents were allowed to cool to 15 to 250C over 16 hours. The solids were removed by filtration and the filter-cake washed with acetonitrile (2x IL, 2x 2vol). The combined filtrates were concentrated to dryness under vacuum at up to 4O0C (water bath) to provide crude Stage 1 as a brown oil (1.286Kg). The crude product was purified by dry flash chromatography using a gradient elution from heptanes to heptanes:toluene to toluene to give ethyl-(5-fluoro- 2-methylindolyl-l-acetate) as an off-white solid (0.573Kg, 80.7% theoretical, corrected for residual toluene). Mixed fractions were re-chromatographed as appropriate., 399-72-4

399-72-4 5-Fluoro-2-methylindole 2778715, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; OXAGEN LIMITED; WO2006/92579; (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

6146-52-7,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.

General procedure: General procedure (9): Nitroindole derivative (1 equiv) was dissolved in ethanol (30 ml_ for 20.40 mmol of starting material) and 10% palladium on carbon (10 mmol%) was added. The reaction flask was shaken under hydrogen at 30 psi using the Parr Shaker Hydrogenation Apparatus for 2.5 h. The reaction was filtered over celite and washed with ethyl acetate. The filtrate was concentrated in vacuo and purified by silica gel flash column chromatography to afford the aminoindole product. Intermediate 16 1/-/-indol-5-amine Intermediate 16 (2.7 g, 20.4 mmol) was prepared as a black solid from 5-nitro-1 /-/-indole (6.3 g, 38.9 mmol, 1 equiv) according to general procedure (9) using 1 :1 hexane/ethyl acetate as the eluent for flash silica gel column chromatography. Yield: 53%. 1H NMR (400 MHz, CDCI3) delta: 7.96 (bs, 1 H), 7.22 – 7.17 (m, 1 H), 7.13 (t, J = 2.8 Hz, 1 H), 6.97 – 6.94 (m, 1 H), 6.67 (dd, J = 8.5, 2.2 Hz, 1 H), 6.39 – 6.37 (m, 1 H), 3.49 (s, 2H).

As the paragraph descriping shows that 6146-52-7 is playing an increasingly important role.

Reference£º
Patent; NATIONAL UNIVERSITY OF SINGAPORE; LEE, Sang Hyun; DYMOCK, Brian William; KITAGAWA, Mayumi; SEE, Cheng Shang; (178 pag.)WO2016/200339; (2016); 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.608-07-1,2-(5-Methoxy-1H-indol-3-yl)ethanamine,as a common compound, the synthetic route is as follows.

General procedure: To a solution of 5-methoxytryptamine (1.0 g, 5.3 mmol), aldehyde (6.3 mmol) in CH2Cl2 (10 mL) was added trifluoroacetic acid (0.7 mL). The reaction mixture was stirred at room temperature until the disappearance of the reactants (monitored by TLC). Then, the reaction mixture was adjusted to pH 7-8 with saturated aqueous NaHCO3 solution and extracted with CH2Cl2 (3 x 10 mL). The combined organic layer was dried over anhydrous Na2SO4, filtered, and concentrated under reduced pressure. The residue was purified by flash column chromatography on silica gel (eluent: petroleum ether/ethyl acetate) to afford 1q-1w.

608-07-1, 608-07-1 2-(5-Methoxy-1H-indol-3-yl)ethanamine 1833, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Article; Zhao, Ziquan; Sun, Yan; Wang, Lilin; Chen, Xuan; Sun, Yanpei; Lin, Long; Tang, Yulin; Li, Fei; Chen, Dongyin; Tetrahedron Letters; vol. 60; 11; (2019); p. 800 – 804;,
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.10241-97-1,5-Methyl-1H-indole-2-carboxylic acid,as a common compound, the synthetic route is as follows.

In a 50 mL round bottom flask equipped with a magnetic stirrerSelectfluor? (708 mg, 2.0 mmol, 2.0 eq), lithium carbonate (296 mg, 4.0 mmol, 4.0 eq)Then, acetonitrile (3.3 mL) and water (1.7 mL) were added as a solvent and stirred well under an ice bath to maintain the reaction temperature of -20 to 0 ¡ã C,5-methylindole-2-carboxylic acid (175 mg, 1.0 mmol, 1.0 eq) was added slowly; The reaction flask was sealed in an ice bath for 15 hours;After completion of the reaction, the reaction mixture was extracted twice with 20 mL of ether, the organic phases were combined and washed with saturated brine,Dried over anhydrous sodium sulfate; after drying, the organic solvent was dried under reduced pressure in an ice bath to obtain a crude product. The crude product was purified by analytical analysisOf n-pentane as eluant to give the final product: 2-fluoro-5-methyl-1-indoline as a white solid in 52percent yield.

10241-97-1, As the paragraph descriping shows that 10241-97-1 is playing an increasingly important role.

Reference£º
Patent; Central South University; Tang, Zhenyu; Yuan, Xi; Yao, Jianfei; (24 pag.)CN106397377; (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

16732-70-0, Ethyl 5-bromo-1H-indole-2-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

16732-70-0, Cu(N03)2 was added to acetic anhydride (10 mL) at -5C (whilst stirring the mixture). After 10 min, a solution of 5-bromo-IH-indole-2-carboxylic acid ethyl ester (2.0 g, 7.46 nunol) in acetic anhydride (25 mL) was added portion-wise. The mixture was stirred for 2 h at-5C, solid was removed by filtration and washed with acetic anhydride. The filtrate was poured into ice-water (150 mL) and stirred for 5 h. The precipitate was filtered, washed with water and dried to afford the sub-title compound (2.2 g, 94%).

As the paragraph descriping shows that 16732-70-0 is playing an increasingly important role.

Reference£º
Patent; BIOLIPOX AB; WO2005/123674; (2005); 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

189882-33-5, 6-Cyano-7-azaindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step A: Cyclopropyl(1H-pyrrolo[2,3-b]pyridin-6-yl)methanone In a round-bottomed flask under an argon atmosphere, 3 g (21 mmol) of 1H-pyrrolo[2,3-b]pyridine-6-carbonitrile are dissolved in 35 ml of anhydrous tetrahydrofuran. 5.35 ml (42 mmol) of trimethylsilyl chloride and 126 ml (126 mmol) of phenylmagnesium bromide (1M in tetrahydrofuran) are then added. The reaction mixture is stirred for 1 night at ambient temperature. It is then hydrolyzed with 100 ml of 2M ammonium chloride solution. The pH is then acidified to 1 using 10% hydrochloric acid and the mixture is stirred for 2 hours at ambient temperature. The pH of that solution is then brought to 9 using concentrated ammonium hydroxide solution. The aqueous phase is extracted twice with 100 ml of dichloromethane. The organic phases are dried over magnesium sulphate, filtered and evaporated under reduced pressure. The crude product is purified by chromatography on silica gel (petroleum ether/ethyl acetate: 9/1 then 8/2) to yield the title product in the form of a beige solid. Melting point: 159 C. MS: m/z=187 [M+H]+.

189882-33-5, The synthetic route of 189882-33-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; LES LABORATOIRES SERVIER; US2009/274674; (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

53330-94-2, 1-(1H-Indol-5-yl)ethanone is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,53330-94-2

[001242j Step C: Following the procedure in Example 5, Step E, the methyl ketone from Step B, dimethyl carbonate (0.46 mL, 5.5 mmol) and sodium hydride (220 mg, 60percent dispersion in mineral oil, 5.5 mmol) in THF (6 mL) afforded methyl methyl 3-(1H-indol-5-yl)-3- oxopropanoate as an off white powder (120 mg, 27percent). MS m/z 216.1 [M-Hf.

53330-94-2 1-(1H-Indol-5-yl)ethanone 40732, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; PTC THERAPEUTICS, INC.; F. HOFFMANN-LA ROCHE AG; QI, Hongyan; CHOI, Soongyu; DAKKA, Amal; KARP, Gary, Mitchell; NARASIMHAN, Jana; NARYSHKIN, Nikolai; TURPOFF, Anthony, A.; WEETALL, Maria, L.; WELCH, Ellen; WOLL, Matthew, G.; YANG, Tianle; ZHANG, Nanjing; ZHANG, Xiaoyan; ZHAO, Xin; GREEN, Luke; PINARD, Emmanuel; RATNI, Hasane; WO2013/119916; (2013); 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

24985-85-1, Ethyl 5-hydroxyindole-2-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of ethyl 5-hydroxy-lH-indole-2-carboxylate (250 mg, 1.218 mmol) in N-methyl-2- pyrrolidone (NMP) (2.0 mL) was added benzyl 3,5-dichloro-4-fluorobenzoate (364 mg, 1.218 mmol) followed by DIPEA (1.064 mL, 6.09 mmol) and the mixture was heated in a microwave reactor 200 C 30 min very high then 200 C 6 h very high abs. The crude reaction mixture was partitioned between ether and 1.0 M NaOH, washed with water, dried over magnesium sulfate, and concentrated in vacuo. The evaporation residue was subjected to normal phase purification (0-20 %EtOAc/hexanes) to afford ethyl 5-(4-((benzyloxy)carbonyl)-2,6-dichlorophenoxy)-lH-indole-2- carboxylate (234 mg, 0.483 mmol, 39.7 % yield) as a pale brown solid.1H NMR (400 MHz, CHLOROFORM-i ? ppm 9.28 (br. s., 1 H), 8.13 (s, 2 H), 7.37 – 7.50 (m, 6 H), 7.06 – 7.11 (m, 2 H), 6.91 (d, .7=2.45 Hz, 1 H), 5.41 (s, 2 H), 4.43 (q, .7=7.09 Hz, 2 H), 1.42 (t, .7=7.09 Hz, 3 H). LCMS (2 min TFA): Rt = 1.56 min, [M+H]+= 484.0., 24985-85-1

The synthetic route of 24985-85-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; BAILEY, James; CHEN, Yao; HURLE, Mark; LEACH, Craig; TURUNEN, Brandon; (103 pag.)WO2018/134731; (2018); 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

6245-89-2,6245-89-2, (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

EXAMPLE 39 6-Fluoro-2-{[3-(1H-indol-3-yl)-propylamino]-methyl}-2,3,8,9-tetrahydro-7H-1,4-dioxino[2,3-e]indol-8-one (R)-2-(Toluene-4-sulfonyloxymethyl)-6-fluoro-2,3,8,9-tetrahydro-7H-1,4-dioxino[2,3-e]indol-8-one (1.0 g, 2.5 mmole) and 3-(3-aminopropyl)indole (1.74 g, 10 mmole) were combined in 30 ml of dry DMSO and heated at 80¡ã-90¡ã C. for 4 hours under an argon atmosphere. After cooling to room temperature, the mixture was diluted with 500 ml of 1:1 ethyl acetate/hexane and washed with 250 ml of saturated aqueous sodium bicarbonate and with two 250 ml portions of water, dried over sodium sulfate, filtered and concentrated in vacuum. The residue was column chromatographed on silica gel using 0.5percent methanol/CHCl3 as eluant to give 0.33 g of the free base of the title compound as a pale yellow oil. This was crystallized from ethanol with the addition of one equivalent of fumaric acid to give 0.29 g of the (S) enantiomer of the title compound as a yellow solid fumarate, m.p. 133¡ã C.

The synthetic route of 6245-89-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; American Home Products Corporation; US5756532; (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