Tag: M.W:100-200

162100-95-0, 6-Fluoro-5-methyl-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of 6-fluoro-5-methyl-1 H-indole [CAS 162100-95-0] (1.7 g, 11 .4 mmol) in CH2CI2 (100 mL) was cooled to 0C under N2-atmosphere. A solution of diethylaluminum chloride 1M in hexane (17.1 mL, 17.1 mmol) was added dropwise and the resulting mixture was kept at 0C for 15 mm. A solution of 2-(4-chloro-2-methoxyphenyl)acetyl chloride 9a? (3.50 g, 16 mmol) in CH2CI2 (50 mL) was added dropwise. Stirring was continued at 0C for 1 h and the reaction mixture was subsequently stirred at room temperature for 2 h. The reaction mixture was poured out into a stirring ice/Rochelle salt solution. After the ice had melted, the mixture was filtered over dicalite and the filter cake was washed several times with THE.The filtrates were combined. The layers were separated and the organic layer was washed with brine, dried over Mg504, filtered and evaporated under reduced pressure. The solid residue was suspended in CH2CI2 (30 mL) and the precipitate was filtered off and dried under vacuum at 500C to provide 2-(4-chloro-2- methoxyphenyl)-1 -(6-fluoro-5-methyl-1 H-indol-3-yl)ethanone 9a (2.76 g)., 162100-95-0

The synthetic route of 162100-95-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; JANSSEN PHARMACEUTICALS, INC.; KATHOLIEKE UNIVERSITEIT LEUVEN; BARDIOT, Dorothee Alice Marie-Eve; BONFANTI, Jean-Francois; COESEMANS, Erwin; KESTELEYN, Bart Rudolf Romanie; MARCHAND, Arnaud Didier M; RABOISSON, Pierre Jean-Marie Bernard; (96 pag.)WO2017/167952; (2017); 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

39689-58-2, 2-(1H-Indol-6-yl)acetic acid is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

h. N-Cyclopentylmethylindole-6-acetamide A solution of indole-6-acetic acid (0.70 g) and 1,1′-carbonyldiimidazole (0.83 g) in methylene chloride (20 ml) and N,N-dimethylformamide (5 ml) was heated at reflux for 20 min, treated with cyclopentylmethylamine (0.59 g), and heated at reflux for an additional 3 hr. The solution was diluted with methylene chloride; washed successively with 10% v/v hydrochloric acid, water and brine; dried (MgSO4); and evaporated. The residue was purified by flash chromatography, eluding with 1:19 ethyl acetate: hexane, to give N-cyclopentylmethylindole-6-acetamide (0.83, 81%) as a white powder; partial NMR (80 MHz, CDCl3): 3.13(t, 2H, NHCH2), 3.69(s, 2H, ArCH2), 6.55(m, 1H, H3 -indole), 6.98(dd, 1H, H5 -indole), 7.62(d, 1H, H4 -indole)., 39689-58-2

As the paragraph descriping shows that 39689-58-2 is playing an increasingly important role.

Reference：
Patent; ICI Americas Inc.; US4894386; (1990); 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.227960-12-5,Methyl 5-methylindole-3-carboxylate,as a common compound, the synthetic route is as follows.

Methyl 5-methyl-1H-indole-3-carboxylate (200 mg, 1.06 mmol) used hydrolysis reaction (2 NNaOH water solution) to aord DX-01-03 (white solid, 150 mg, yield 81%). 1H-NMR (400 MHz,CD3OD): = 8.15 (d, J = 1.8 Hz, 1H, H-indolyl), 8.07 (s, 1H, H-indolyl), 7.39 (d, J = 8.3 Hz, 1H,H-indolyl), 7.15 (dd, J = 8.3, 1.1 Hz, 1H, H-indolyl), 2.46 (s, 3H, CH3). 13C-NMR (101 MHz, CD3OD): = 137.41, 134.35, 127.80, 127.00, 122.51, 120.09, 117.20, 113.08, 110.78, 21.77. HRMS (ESI): m/z [M + H]+calculated for C10H10NO2: 176.07061; found: 176.07094., 227960-12-5

As the paragraph descriping shows that 227960-12-5 is playing an increasingly important role.

Reference：
Article; Wen, Hui; Liu, Yuke; Wang, Shufang; Wang, Ting; Zhang, Gang; Chen, Xiaoguang; Li, Yan; Cui, Huaqing; Lai, Fangfang; Sheng, Li; Molecules; vol. 24; 11; (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

90924-06-4, 1-Methyl-4-indolecarboxylic Acid is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,90924-06-4

To a solution of 4-METHYL-4- [ (3S)-3-METHYL-4- [ (1 R)-1- [4- (TRIFLUOROMETHYL) PHENYL] ETHYL] PIPERAZIN-1-YL]-1-PIPERIDINECARBOXYLIC ACID-DIMETHYLETHYL ester (127 mg, 0.27 MMOL) in CH2CI2 (3 mL) was added trifluoromethyl acetic acid (1.5 mL) at room temperature. After 2h the reaction mixture was concentrated in vacuo, and dried under vacuum for 3 h. Re-dissolved the product in DMF (5 mL), then 1-methyl-1 H-indol-4-carboxylic acid (52 mg, 0.30 MMOL), Et3N (55 mg, 0.54 MMOL), and HATU (134 mg, 0.35 MMOL) was added successively at room temperature. After 16 h the reaction mixture was poured into ice water (10 mL), and the mixture was extracted with EtOAc (3X20 mL). The organic phase was washed with NAHCO3 (10 mL, sat. ) and brine (10 mL), and dried over NA2SO4. Concentration in vacuo, and purification by column chromatography (CH2CI2-MEOH, 9: 1) afforded the title compound as a yellow solid. MS: 526 (M+).’H NMR (CDCl3, 400MHZ) : S : 0.9 (s, 3H), 1.14 (d, 3H), 1.3 (d, 4H), 1.4-1. 8 (m, 2H), 1.82-2. 05 (m, 1H), 2.18-2. 8 (m, 6H), 2.9-3. 1 (m, 1H), 3.1-3. 3 (m, 1H), 3.3-3. 7 (m, 2H), 3.8 (s, 3H), 3.9-4. 3 (m, 2H), 6.48 (m, 1H), 7.05-7. 16 (m, 2H), 7. 18-7. 28 (M, 1 H), 7.3-7. 38 (m, 1 H), 7.46-7. 6 (m, 4H).

As the paragraph descriping shows that 90924-06-4 is playing an increasingly important role.

Reference：
Patent; SCHERING AKTIENGESELLSCHAFT; WO2004/113323; (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

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

General procedure: Piperidine (0.08 mL) was added to methanol (25 mL) dissolved in substituted aldehydes 5-7 (0.18 mmol) and starting 2-indolinone derivatives 8-11 (0.18 mmol) which were prepared as described previously refPreviewPlaceHolder[6], refPreviewPlaceHolder[21], refPreviewPlaceHolder[22], refPreviewPlaceHolder[23], refPreviewPlaceHolder[24] and refPreviewPlaceHolder[25]. The mixture was refluxed for 5 h. For the targeted compounds 12-21 and 28-36, the mixture was evaporated to remove the solvent and the residue was purified by column chromatography (CH2Cl2/MeOH 100:1-10:1). For the targeted compounds 22-27, ethyl ether (15 mL) was added to the residue and the yellow precipitate was collected by filtration. The obtained precipitate was subjected to the hydrogen chloride saturated methanol to afford it as hydrochloride derivative. All the targeted compounds 12-36 show moderate to good yields under this reaction condition with the yields of 60-92%.

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

Reference：
Article; Zou, Hongbin; Zhang, Liang; Ouyang, Jingfeng; Giulianotti, Marc A.; Yu, Yongping; European Journal of Medicinal Chemistry; vol. 46; 12; (2011); p. 5970 – 5977;,
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.

Example 167; 2-(3-Fluoro-phenyl)-4-methyl-pyrimidine-5-carboxylic acid [5-fluoro-3- (2-pyridin-3-yl- ethyD-indol-l-yli- amide; Step 1 : A solution of 5-fluorogramine (576 mg, 3 mmol) and pyridine-3-carboxaldehyde (531 mg, 3 mmol) in MeCN (6 mL) is treated with Bu3P (1.12 mL, 4.5 mmol) and stirred at 900C for 24 h. The mixture is concentrated, filtered through a pad of silica gel eluting with 30% EtOAc in heptane to afford 5-fluoro-3-(2-pyridin-3-yl-vinyl)-lH-indole as a mixture of olefin isomers, which is used in the next step without further purification., 343-90-8

As the paragraph descriping shows that 343-90-8 is playing an increasingly important role.

Reference：
Patent; SANOFI-AVENTIS; WO2008/121670; (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.343-93-1,1-(6-Fluoro-1H-indol-3-yl)-N,N-dimethylmethanamine,as a common compound, the synthetic route is as follows.

Step 2: In a round bottom flask with stir bar under nitrogen was placed 1 -(6-fluoro- 1 H-indol-3-yl)-N,N-dimethylmethanamine (21.03 g, 109.4 mmol). THF (200 rnl_) was added with stirring until all solid was in solution. In one portion iodomethane (17 ml_, 273.5 mmol) was added. Almost immediately a yellow precipitate formed. Stirring was continued overnight, after which time the solution was concentrated to dryness to provide 1-(6-fluoro-1 H-indol-3-yl)-N,N,N- trimethylmethanaminium iodide, which was used in the next step without further purification., 343-93-1

343-93-1 1-(6-Fluoro-1H-indol-3-yl)-N,N-dimethylmethanamine 2774471, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; WYETH; LUNDQUIST IV, Joseph Theodore; MAHANEY, Paige Erin; KIM, Younghee Callain; WO2010/36362; (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

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, 00341] 4-Fluoro-lH-pyrrolo[2,3-b]pyridine (1.80 g, 13.2 mmol, prepared as described inThibault, et al. as cited in Scheme 1 above) was added slowly to fuming HNO3 at 00C and stirred for 10 minutes. Ice was then added, followed by the addition of water. The reaction was then filtered, and the solid product was washed with water and dried to give 4-fluoro-3-nitro-lH- pyrrolo[2,3-b]pyridine (1.80 g, 75.2% yield).

The synthetic route of 640735-23-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ARRAY BIOPHARMA INC.; WO2009/89352; (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

6127-17-9,6127-17-9, 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

To a solution of 6-chloro-2-methyl-1H-indole (5.00 g, 30.3 mmol) and TEBAC (0.60 g, 0.300 mmol) in CHCl3 (150 ml) was added, at 0 C., NaOH in water. The mixture was stirred at 0 C. for 3 h and then at RT for 14 h. The reaction mixture was then added gradually to ice-water and extracted with chloroform. The organic phase was washed with water, dried over Na2SO4 and concentrated on a rotary evaporator. The residue was purified by column chromatography purification with a hexane/ethyl acetate gradient as eluent. MH+: 214; 1H-NMR (400 MHz, CDCl3): delta 2.79 (s, 3H), 7.44-7.47 (dd, J=2.08 & 8.72 Hz, 1H), 7.63-7.65 (d, J=8.72 Hz, 1H), 7.99-8.00 (d, J=1.92 Hz, 1H), 8.07 (s, 1H).

As the paragraph descriping shows that 6127-17-9 is playing an increasingly important role.

Reference：
Patent; BAYER CROPSCIENCE AKTIENGESELLSCHAFT; FISCHER, Ruediger; HAGER, Dominik; HOFFMEISTER, Laura; KAUSCH-BUSIES, Nina; WILCKE, David; WILLOT, Matthieu; GOeRGENS, Urich; ILG, Kerstin; MOSRIN, Marc; PORTZ, Daniela; TURBERG, Andreas; US2018/305353; (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.10601-19-1,5-Methoxy-1H-indole-3-carbaldehyde,as a common compound, the synthetic route is as follows.

To a suspension of NaH (8.9 g, 0.223 mol) in DMF (300 mL) was cooled in an ice-bath. To this, a solution of the starting amine (30 g, 0.171 mol) in DMF (150 mL) was added dropwise. The reaction mixture was stirred at rt for 60 minutes. Then iodomethane (31.5 g, 0.223 mol) was added. The reaction mixture was stirred at rt for 1 hour. Then the mixture was poured onto 10% aqueous solution of NaHCO3, extracted with EA. The combined organicphases were washed with 10% aqueous solution of NaHCO3, brine and dried. The solution was concentrated to get crude product, which was triturated from EAHex to afford product as a light-yellow solid (29.5 g, 91.2%), 10601-19-1

10601-19-1 5-Methoxy-1H-indole-3-carbaldehyde 82758, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; GENENTECH, INC.; DRAGOVICH, Peter; PEI, Zhonghua; PILLOW, Thomas; SADOWSKY, Jack; VERMA, Vishal; ZHANG, Donglu; (268 pag.)WO2018/31662; (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