Day: March 24, 2022

640735-23-5, 4-Fluoro-7-azaindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

640735-23-5, To a solution of 4-fluoro-1H-pyrrolo[2,3-b]pyridine (4.07 g, 29.9 mmol) in N,N- dimethylformamide (250 mL) was added N-bromosuccinimide (6.20 g, 34.8 mmol) in portions at 0 C. The reaction mixture was stirred at 0 C for 1 h. The reaction was quenched with water (200 mL) and the precipitate was collected to afford the title compound (4.06 g, 18.9 mmol, 63%) as an off-white solid.LCMS Method A: 99%, tR 1.328 min, m/z = 215.0 [M+H]+

As the paragraph descriping shows that 640735-23-5 is playing an increasingly important role.

Reference：
Patent; BIOBLOCKS, INC.; VISIONARY PHARMACEUTICALS; MEYER, Stephen Todd; WADE, Warren Stanfield; ZAPF, James W.; GERENCSER, Janos; GYIMOTHY, Balazs; (282 pag.)WO2020/23393; (2020); 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

6127-17-9, 6-Chloro-2-methyl-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6127-17-9, Example 6Synthesis of CBX0044-(2-(6-chloro-2-methyl-lH-indol-l-yl)ethyl)morpholine[0161] To a solution of 2-chloroethylmorpholine HC1 (134 mg, 0.72 mmol) in 0.3 mL DMSO was added pulverized KOH (102 mg, 1.81 mmol), then after 10 min, a solution of 6- chloro-2-methylindole (100 mg, 0.60 mmol) in 0.2 mL DMSO was added and the reaction stirred at room temperature overnight. Additional 2-chloroethylmorpholine (22 mg, 0.12 mmol) and KOH (17 mg, 0.3 mmol) added and stirred overnight. The reaction mixture was partitioned between ?0 and toluene, and the organic extract washed two times with ?0, dried over MgS04, filtered, and concentrated in vacuo. The crude product was purified via silica gel chromatography using a gradient from 0 to 50% ethyl acetate in hexane to give a final yield of 149 mg (0.54 mmol). XH NMR (500 MHz, CDC13, delta): 2.44 (s, 3H), 2.49 (t, J = 4.4 Hz, 4H), 2.62 (t, J = 7.2 Hz, 2H), 3.73 (t, J = 4.5 Hz, 4H), 4.11 (t, J= 7.2 Hz, 2H), 6.23 (s, 1H), 7.06 (dd, J = 8.4 Hz, 1.7 Hz, 1H), 7.28 (s, 1H), 7.42 (d, J = 8.3 Hz, 1H). 13C NMR (500 MHz, CDC13, delta): 12.79, 41.18, 54.11, 57.83, 67.5, 100.30, 108.95, 119.90, 120.53, 126.40, 126.70, 137.06, 137.37. MS m/z 279.3 [M + H]+.

The synthetic route of 6127-17-9 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; UNIVERSITY OF WASHINGTON THROUGH ITS CENTER FOR COMMERCIALIZATION; STELLA, Nephi; KLINE, Toni; WO2012/24670; (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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.343-90-8,1-(5-Fluoro-1H-indol-3-yl)-N,N-dimethylmethanamine,as a common compound, the synthetic route is as follows.

A. 5-Fluoroindole-3-acetonitrile A mixture of 38 g of 3-dimethylaminomethyl-5-fluoroindole (0.198 mole; cf. Hoffman et al. J. Heterocyclic Chem. 2, 298 (1965); of the 5-fluorogramine therein) in 500 ml of methanol was prepared. Then a solution of 25.7 g of KCN (0.396 mole) in 50 ml of water was added, with stirring. The stirred mixture was cooled to 20 C. and 34.6 ml of methyl iodide (0.556 mole) was added over a 20 minute period. The mixture was then stirred at about 20 C. for 16 hours. The solvent was removed by evaporation and the residue was partitioned between ether and water. The ether portion was washed with water, 5% HCl, saturated NaHCO3 solution, water, and brine, dried over MgSO4 and evaporated to leave a liquid residue. This residue was distilled at reduced pressure in a Kugelrohr apparatus. The fraction distilling at 134-140 C. and 0.3 to 0.1 Torr was collected and crystallized from ethyl acetate-petroleum ether, mp 58-59, yield 5.3 g (44%).

343-90-8, The synthetic route of 343-90-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Miles Laboratories, Inc.; US4283336; (1981); 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

7506-66-3,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.7506-66-3,cis-Hexahydro-1H-isoindole-1,3(2H)-dione,as a common compound, the synthetic route is as follows.

Cis-8-azabicyclo[4,3,0]nonane To a slurry of lithium aluminium hydride (17.1 g) in dry diethyl ether (375 ml) under a nitrogen atmosphere, cis-hexahydrophthalimide (23.0 g) in dry tetrahydrofuran (300 ml) was added over a two-hour period. The mixture was refluxed for 2.5 hours, cooled and treated very slowly with excess of water. The precipitate was filtered off and the filtrate was evaporated to yield the title compound as a viscous oil, which was used in the next step without purification.

The synthetic route of 7506-66-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Leo Pharmaceutical Products Ltd. A/S; US4181659; (1980); 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.118414-82-7,MK-886,as a common compound, the synthetic route is as follows.

Step 1: 3-[3-tert-Butylsulfanyl-1-(4-chloro-benzyl)-5-isopropyl-1H-indol-2-yl]-2,2-dimethyl-propionyl chloride To 3-[3-tert-butylsulfanyl-1-(4-chloro-benzyl)-5-isopropyl-1H-indol-2-yl]-2,2-dimethyl-propionic acid (prepared according to the procedures described in U.S. Pat. No. 5,081,138 issued Jan. 14, 1992; 0.25 g, 0.53 mmol) suspended in CH2Cl2 (5 mL) was added oxalyl chloride (48 uL, 0.56 mmol) and catalytic DMF. The reaction was stirred at room temperature for 3 hours, and then concentrated to give I-1, which was used without further purification.

118414-82-7, As the paragraph descriping shows that 118414-82-7 is playing an increasingly important role.

Reference：
Patent; Amira Pharmaceuticals, Inc.; US2007/105866; (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.14618-45-2,3-(Trifluoroacetyl)indole,as a common compound, the synthetic route is as follows.

General procedure for preparation of XY; A solution of XInt01 (1 eq), K2CO3 (5 eq) and alkyl halides Y such as methyl iodide, ethyl iodide, n-propyl bromide, iso-propyl bromide, n-butyl bromide, isobutyl bromide (1.5 eq, 1 h) or O-t-butyldimethylsilyl-2-chloroethanol (10 eq, 24 h) or O-t-butyldimethylsilyl-2-chloropropanol in acetone was stirred and heated to reflux. After completion of the reaction (monitored by thin layer chromatography (TLC)), the mixture was concentrated in vacuo and the residue treated with dichloromethane. The insoluble impurities were removed by filtration and the filtrate was concentrated to afford compound XY (60-95% yield).; Example 6; N-(cyclopentylmethyl)-1-methyl-1H-indole-3-carboxamide; Synthesised according to the procedure disclosed in Example 1 where X is indole, Y is methyl iodide and Z is cyclopentylmethyl amine. Formula: C16H20N2O; Molecular Weight: 256.3; Mass/charge ratio: 256.2 (100.0%), 257.2 (18.3%), 258.2 (1.8%); Elemental analysis: C, 74.97; H, 7.86; N, 10.93; O, 6.24.

14618-45-2, 14618-45-2 3-(Trifluoroacetyl)indole 589126, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; AFFECTIS PHARMACEUTICALS AG; US2009/312366; (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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.31241-19-7,5-Methoxy-2,3,3-trimethyl-3H-indole,as a common compound, the synthetic route is as follows.

EXAMPLE II Under an inert hydrogen or argon atmosphere 1.4 ml of 1M solution of BBr3 in dichloro-methane is added to a solution of 1.2 10-3 mole of 5-methoxy 2,3,3-trimethyl indolenine in 1.5 ml dichloromethane at 0 C. under stirring so as to obtain 5-hydroxy 2,3,3-trimethyl-indolenine.

31241-19-7, The synthetic route of 31241-19-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Essilor International (Compagnie Generale d’Optique; US5114621; (1992); 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.2795-41-7,6-Fluoroindole-3-carboxaldehyde,as a common compound, the synthetic route is as follows.

To a solution of 6-fluoro-1H-indole-3-carbaldehyde (0.97 g) in 90% formic acid (25 mL) were added hydroxylamine (0.65 g) and sodium formate (0.81g), and this mixture was stirred at 100C for 3 hours. After cooling to ambient temperature, water was added to this reaction mixture and the precipitated solid was collected by filtration, and washed with water, dried to give the title compound (0.57g).

2795-41-7, The synthetic route of 2795-41-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Kissei Pharmaceutical Co., Ltd.; EP2133332; (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

2795-41-7, 6-Fluoroindole-3-carboxaldehyde is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To 15 mL of dichloromethane were added 6-fluoro-1H-indole-3-carbaldehyde (2.32 g, 14.2 mmol) and 4-dimethylaminopyridine (150 mg, 1.23 mmol) in turn. To the mixture was added dropwise di-tert-butyl dicarbonate (4.66 g, 21.3 mmol) at 0 C in a low temperature bath. After the addition, the mixture was reacted at 25 C for 24 hours. To the reaction mixure was added 50 mL of dichlormethane, and the resulting mixture was washed with saturated aqueous sodium bicarbonate (40 mL). The organic layer was dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated in vacuo and the residue was purified by silica gel chromatography eluted with PE/EA(V/V)= 10/ito give the title compound as a white solid (3.31 g, 88.4%). The compound was characterized by the following spectroscopic data: ?H NMR (600 MHz, CDC13): 6 10.04 (s, 1H), 8.22-8.17 (m, 2H), 7.84 (d, J= 9.6 Hz, 1H), 7.10 (td, J= 9.0, 2.4 Hz, 1H), 1.69 (s, 9H).

2795-41-7, 2795-41-7 6-Fluoroindole-3-carboxaldehyde 262903, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; JIN, Chuanfei; ZHONG, Wenhe; ZHANG, Ji; GAO, Li; CHEN, Kangzhi; WO2015/90233; (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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1008-07-7,7-Chloro-1H-indole-3-carbaldehyde,as a common compound, the synthetic route is as follows.

To a stirring solution of 7-chloro-?H-indole-3-carbaldehyde SM1 (200 mg, 1.lmmol) in MeOH (10m1),was added TMSCN (168mg, 1.5mmol), NH3 (gas) was chargedinto the mixture at 0C. The reaction mixture stirred at 45C for 3 h. After consumption of the starting material (by TLC), the reaction mixture concentrated under reduced pressure to obtain crude product, which washed with ether to afford compound 1 (200mg, 88%). TLC:30% EA/PE (Rf: 0.3). LC-MS: m/z = 206[(M+1)], 1008-07-7

As the paragraph descriping shows that 1008-07-7 is playing an increasingly important role.

Reference：
Patent; ABBVIE INC.; KESICKI, Edward A.; WANG, Ce; PATANE, Michael A.; KLUGE, Arthur F.; VAN DRIE, JR., John H.; (121 pag.)WO2016/44777; (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