Tag: M.W:100-200

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

[0374] To a solution of 5-hydroxyindole 23 (2.0 g, 0.015 mol) in 20 ml of acetonitrile, anhydrous potassium carbonate (4 grams, 0.028 mol) was added and stirred vigorously before isopropyl iodide (3 grams, 0. 018 mol) was added. The reaction was stirred for 2 days at room temperature and the solid was washed with acetonitrile. The filtrate was concentrated and purifed with flash-chromatography (80% n-hexane/20% ethyl acetate) to give the desired product 24 as a light-yellowish oil (1.72 g, 83% ; M + 1 = 176. 1).

1953-54-4, The synthetic route of 1953-54-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PLEXXIKON, INC.; WO2005/9958; (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

13523-92-7, 1-Methyl-1H-indol-5-ol is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

SI-6 (Table 4, entry 6). A round bottom flask was charged with NaH (0.33 g, 8.15 mmol, 1.2 equiv, 60% dispersion in oil). A solution of N-methyl-5-hydroxyindole (SI- 5) (1.0 g, 6.79 mmol, 1 equiv) in DME (27 mL) was added dropwise via cannula to the NaH. A solution of diethylcarbamoyl chloride (0.875 mL, 6.45 mmol, 0.95 equiv) in DME (15 mL) was then added dropwise via cannula to the reaction vessel. The reaction was allowed to stir for 3.5 d, and then quenched with H20 (10 mL). The volatiles were removed under reduced pressure, and then Et20 (50 mL) and H20 (15 mL) were added. The layers were separated, and the organic layer was washed successively with 1 M KOH (20 mL) and H20 (20 mL). The combined aqueous layers were extracted with Et20 (3 x 20 mL). The combined organic layers were then washed with brine (20 mL), dried over MgS04, and concentrated under reduced pressure. The crude residue was purified by flash chromatography (9: 1 Benzene:Et20) to yield N-methylindole-5 -carbamate SI-6 as a white solid (1.55g, 98%> yield). R 0.44 (9: 1 Benzene :Et20); 1H NMR (500 MHz, CDC13): delta 7.33 (d, J= 2.5, 1H), 7.26 (d, J = 9.0, 1H), 7.05 (d, J = 3.0, 1H), 6.98 (dd, J = 8.5, 2.3, 1H), 6.43 (dd, J = 3.0, 0.5, 1H), 3.78 (s, 3H), 3.47 (bs, 2H), 3.41 (bs, 2H), 1.27 (bs, 3H), 1.21 (bs, 3H); 13C NMR (125 MHz, CDC13): delta 155.4, 145.1, 134.5, 129.8, 128.7, 116.3, 113.2, 109.4, 101.1, 42.3, 41.9, 33.1, 14.4, 13.6; IR (film): 2972, 1708, 1467, 1418, 1218, 1159 cm”1; HRMS- ESI (m/z) [M + Na]+ calcd for Ci4Hi8N202Na, 269.1266; found, 269.1267., 13523-92-7

13523-92-7 1-Methyl-1H-indol-5-ol 10844525, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; GARG, Neil K.; RAMGREN, Stephen D.; SILBERSTEIN, Amanda L.; QUASDORF, Kyle W.; WO2012/94622; (2012); 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

1477-49-2, 3-Indoleglyoxylic Acid is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

9.2 6-(1H-indol-3-yl)-3-(3-piperidin-1-yl-propylamino)-4H-1,2,4-triazin-5-one A solution of 0.55 g of (1H-indol-3-yl)-oxo-acetic acid and 1.04 g of N-(3-piperidin-1-yl-propyl)-hydrazinecarboximidamide hydroiodide, prepared in stage 9.1, in 3.5 cm3 of water is placed in a reactor. After sealing the tube, the mixture is submitted to discontinuous microwave irradiation for 10 min so that the temperature of the mixture is maintained at 140 C. Then cool the reaction mixture to a temperature close to 20 C., add ethanol and evaporate to dryness under reduced pressure (2.7 kPa) to give a residue which is purified by flash chromatography on silica under argon pressure (50 kPa) [eluent: dichloromethane/methanol/ammonia 32% (90/10/1 by volume)]. After concentrating the fractions under reduced pressure (2.7 kPa), we get 35 mg of 6-(1H-indol-3-yl)-3-(3-piperidin-1-yl-propylamino)-4H-1,2,4-triazin-5-one in the form of a solid. Mass spectrum (ES): m/z=353 (MH+, base peak). 1H-NMR spectrum (300 MHz)-delta in ppm-in DMSO-d6: From 1.15 to 1.85 (m spread-out, 6H); 1.95 (m, 2H); from 2.80 to 3.55 (m spread-out, 8H); from 7.05 to 7.22 (m, 3H); 7.47 (d broad, J=8.0 Hz, 1H); 8.31 (d broad, J=8.0 Hz, 1H); 8.62 (d, J=2.5 Hz, 1H); from 8.95 to 9.15 (m spread-out, 1H); 11.45 (m broad, 1H); 12.3 (m spread-out, 1H)., 1477-49-2

1477-49-2 3-Indoleglyoxylic Acid 73863, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; AVENTIS PHARMA S.A.; US2008/96891; (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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.52488-36-5,4-Bromo-1H-indole,as a common compound, the synthetic route is as follows.

52488-36-5, General procedure: Phosphorus oxychloride (2.3 mL, 24.0 mmol) was added to ice-cold, stirred, dry dimethylformamide (7.8 mL, 99.0 mmol) followed by dry pyridine (2.0 mL, 26.0 mmol). A solution of the foregoing protected indole-4-methanol 33 (8.50 g, 22.0 mmol) in dimethylformamide (3 mL) was then added dropwise and the resulting solution warmed to 35 C for 0.75 h before being poured onto ice. Sodium hydroxide (4.00 g) in water (200 mL) was added in portions and the resulting mixture boiled for 2 min then cooled and extracted with dichloromethane (3¡Á50 mL). The combined extracts were dried, filtered and evaporated to give the indole-3-carboxaldehyde35 (7.52 g, 82%) as a brown oil

As the paragraph descriping shows that 52488-36-5 is playing an increasingly important role.

Reference£º
Article; Griffiths-Jones, Charlotte M.; Knight, David W.; Tetrahedron; vol. 67; 44; (2011); p. 8515 – 8528;,
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.4769-96-4,6-Nitro-1H-indole,as a common compound, the synthetic route is as follows.

To a mixture of 6-nitroindole (1 g, 6.2 mmol), zinc triflate (2.06 g, 5.7 mmol) and TBAI (1.7 g, 5.16 mmol) in anhydrous toluene (11 mL) was added DIEA (1.47 g, 11.4 mmol) at room temperature under nitrogen. The reaction mixture was stirred for 10 min at 120 C., followed by addition of t-butyl bromide (0.707 g, 5.16 mmol). The resulting mixture was stirred for 45 min at 120 C. The solid was filtered off and the filtrate was concentrated to dryness and purified by column chromatography on silica gel (Pet.Ether./EtOAc 20:1) to give 3-tert-butyl-6-nitro-1H-indole as a yellow solid (0.25 g, 19%). 1H NMR (CDCl3) delta 8.32 (d, J=2.1 Hz, 1H), 8.00 (dd, J=2.1, 14.4 Hz, 1H), 7.85 (d, J=8.7 Hz, 1H), 7.25 (s, 1H), 1.46 (s, 9H).

4769-96-4, As the paragraph descriping shows that 4769-96-4 is playing an increasingly important role.

Reference£º
Patent; Vertex Pharmaceuticals Incorporated; US2012/309758; (2012); 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.7145-71-3,N-(1H-Indol-5-yl)acetamide,as a common compound, the synthetic route is as follows.,7145-71-3

General procedure: To a dried two-neck round-bottom flask containing DMF (0.7mL for 1.10mmol of starting material) chilled in an ice bath, POCl3 (1.95 equiv) was added slowly. After stirring for 20min, a solution of an indole derivative (1.0 equiv) in DMF (3mL for 1.10mmol of starting material) was added dropwise. The reaction was allowed to warm to room temperature and allowed to stir for 1.5h. The reaction was quenched by adding ice followed by 1N NaOH (40mL) dropwise in an ice bath. The crude mixture was allowed to stand at room temperature and the precipitate formed was filtered to afford the 3-formyl-indole derivative product.

As the paragraph descriping shows that 7145-71-3 is playing an increasingly important role.

Reference£º
Article; See, Cheng Shang; Kitagawa, Mayumi; Liao, Pei-Ju; Lee, Kyung Hee; Wong, Jasmine; Lee, Sang Hyun; Dymock, Brian W.; European Journal of Medicinal Chemistry; vol. 156; (2018); p. 344 – 367;,
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

310886-79-4, Methyl 5-fluoro-1H-indole-3-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

0.384 g (12 [MMOL)] of sodium hydride, at 75% by mass in liquid petroleum jelly, is added at a temperature in the region of [20C] under an argon atmosphere to a solution of 2.26 g [(11.] 7 [MMOL)] of [5-FLUORO-3-METHOXYCARBONYL-1] [H-INDOLE] in 60 cm3 of dimethylformamide. After stirring at a temperature in the region [OF 40C] for 0.5 hour, 1.98 g (12 [MMOL)] of 4-chloroquinoline are added. After stirring at a temperature in the region of [120C] for 6 hours, the reaction mixture is poured into 200 cm3 of water and extracted with 200 cm3 of ethyl acetate. The organic phase is washed with 3 times 100 cm3 of water and is then dried over anhydrous magnesium sulphate, filtered and concentrated to dryness under reduced pressure (2.7 kPa) to give 3. 5 g of a brown solid which is purified by silica gel chromatography (eluent : dichloromethane). After concentrating the fractions under reduced pressure, 1. 6 g of [5-FLUORO-3-] [METHOXYCARBONYL-1-(QUINOL-4-YL)-1 H-INDOLE] are obtained in the form of a beige-coloured solid [MELTING AT 172C.], 310886-79-4

Big data shows that 310886-79-4 is playing an increasingly important role.

Reference£º
Patent; AVENTIS PHARMA DEUTSCHLAND GMBH; WO2004/7480; (2004); 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

4769-97-5, 4-Nitroindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A. 4-Aminoindole. Iron powder (1.20 g, 21.58 mmol) and acetic acid (2.47 mL, 43.19 mmol) are added to a solution of 4-nitroindole (1.0 g, 6.17 mmol) in ethanol (20 mL). The resulting suspension is heated to reflux for 14 hours. The ethanol is removed by rotary evaporation and the residue is partitioned between water and ethyl acetate. The ethyl acetate layer is dried over magnesium sulfate, filtered, and the solvents removed by rotary evaporation. The crude residue is purified via silica gel column chromatography using 1% methanol/methylene chloride as the eluent. The appropriate fractions are combined and the solvents removed by rotary evaporation to yield 0.815 g of 4-aminoindole as an orange solid (82% yield).

4769-97-5, 4769-97-5 4-Nitroindole 145766, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; The Procter & Gamble Company; US6162818; (2000); 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.6960-42-5,7-Nitro-1H-indole,as a common compound, the synthetic route is as follows.

6960-42-5, To a solution of 7-nitro-indole (5.00 g, 30.84 mmol) in DMF (30 mL) was added bromine (1.6 mL, 33 mmol), and the mixture was stirred at rt for 8 h.Then the reaction mixture was quenched with a saturated aqueous sodium thiosulfate solution (100 mL), and the mixture was extracted with EtOAc (150 mL x 3). The combined organic layers were washed with saturated brine (100 mLx 3), dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated in vacuo,and the residue was purified by silica gel column chromatography (PE/EtOAc (v/v) = 10/1) to give the title compound as yellow powder (7.21 g, 97%).MS (ESI, pos. ion) m/z: 242.95 [M+Hfb.

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

Reference£º
Patent; SUNSHINE LAKE PHARMA CO., LTD.; REN, Qingyun; TANG, Changhua; YIN, Junjun; YI, Kai; ZHANG, Yingjun; (264 pag.)WO2018/33082; (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

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.

Synthesis of 3-(7-fluoro-1H-indol-3-yl)-indan-1-one (Method 1) Triethylamine (4.5 mL; 32 mmol; 1.2 equiv.) was added to 3-bromo-indan-1-one (5.6 g; 27 mmol) in 100 mL THF at 0 C. and stirred 1 h at r.t. The reaction mixture was filtered to remove triethylammonium bromide and concentrated in vacuo to give inden-1-one. 7-Fluoroindole (3.3 g, 22 mmol) and Sc(OTf)3 (550mg, 5 mol %) were added to inden-1-one in 100 mL CH2Cl2 at 0 C. The reaction mixture was allowed to warm to room temperature over night. 100 mL ethyl acetate was added and the mixture was filtered through a silica gel plug and concentrated in vacuo. After flash chromatography (heptane/ethyl acetate, silica gel) 5.9 g 3-(7-fluoro-1H-indol-3-yl)-indan-1-one (82%) was isolated.

387-44-0, As the paragraph descriping shows that 387-44-0 is playing an increasingly important role.

Reference£º
Patent; H. Lundbeck A/S; US2008/58329; (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