Tag: M.W:100-200

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.213682-04-3,4-Methoxy-1H-indole-2-carbaldehyde,as a common compound, the synthetic route is as follows.

Example 84 COMPOUND IN-076 3-(4-Methoxy-1H-indol-2-ylmethylene)-2-oxo-2,3-dihydro-1H-indole-5-sulfonic acid methylamide A mixture of 2-oxo-2,3-dihydro-1H-indole-5-sulfonic acid methylamide (194 mg, 0.86 mmol), 4-methoxy-1H-indole-2-carbaldehyde (150 mg, 0.86 mmol) and piperidine (36 mg, 0.43 mmol) in ethanol (0.2M) was stirred at room temperature for a total of 5 days. The reaction was concentrated to 1/4 of its volume and the precipitate was collected by vacuum filtration to give the title compound as a pale orangish-red solid. 1H-NMR (360 MHz, DMSO-d6) delta 12.82 (s, 1H, NH), 11.36 (br s, 1h, NH), 8.11(s, 1H-H-vinyl), 8.11 (d, J=1.3 Hz, 1H), 7.63 (dd, J=1.3 & 8.5 Hz, 1H), 7.15-7.27 (m, 4H), 7.08 (d, J=7.96 Hz, 1H), 6.56 (d, J=7.7 Hz, 1H), 3.92 (s, 3H, OCH3), 2.43 (d, J=5.02 Hz, 3H, NCH3). MS m/z 384 [M++1].

213682-04-3, 213682-04-3 4-Methoxy-1H-indole-2-carbaldehyde 10678838, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; Tang, Peng Cho; Harris, G. Davis; Li, Xiaoyuan; US2002/52369; (2002); 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

1008-07-7, 7-Chloro-1H-indole-3-carbaldehyde 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 3-benzyl-5-(2-hydroxyethyl)-4-methylthiazol-3-ium chloride in ethanol was added triethylamine and the mixture was stirred at 70 C for 5 min. To the resulting yellow solution were added an aldehyde and a solution of an imine in ethanol. The reaction mixture was stirred in a sealed tube at 50 – 70 C for 18 – 170 h, after which the reaction mixture was irradiated in a microwave oven at 160 C for 4 min. The reaction mixture was concentrated under reduced pressure and the crude material was purified by flash chromatography on silica gel or precipitation.

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

Reference：
Patent; KATHOLIEKE UNIVERSITEIT LEUVEN; BARDIOT, Dorothee; CARLENS, Gunter; DALLMEIER, Kai; KAPTEIN, Suzanne; McNAUGHTON, Michael; MARCHAND, Arnaud; NEYTS, Johan; SMETS, Wim; WO2013/45516; (2013); 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.288385-93-3,4-Fluoro-5-methoxy-2-methyl-1H-indole,as a common compound, the synthetic route is as follows.

Cleavage of 4-fluoro-5-methoxy-2-methylindole with boron tribromide to give 4-fluoro-5-hydroxy-2-methylindole is described above., 288385-93-3

288385-93-3 4-Fluoro-5-methoxy-2-methyl-1H-indole 22030728, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; Hennequin, Laurent Francois Andre; US2003/212055; (2003); 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

5192-03-0, 1H-Indol-5-amine is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred solution of lH-indol-5 -amine (0.6 g, 4.54 mmol) in dichloromethane (15 mL), was added triethylamine (1.3 mL, 9.08 mmol) and a solution of tert butyl carbonyl chloride (0.46 mL, 5.44 mmol) in dichloromethane (2 mL) at 0C and stirred for 1.5 h. The reaction mixture was diluted with dichloromethane and washed with water, and the organic phase was dried over anhydrous Na2S04 and concentrated in vacuo. The resultant residue was purified and yielded N-(lH-indol-5-yl)pivalamide (0.88 g, 89%). MS: 217 (M+1); 1H NMR (400 MHz, DMSO-d6) delta; 1.22 (s, 9H), 6.34-6.35 (m, 1H), 7.20 (dd, J = 8.8, 2.0 Hz, 1H), 7.26-7.29 (m, 2H), 7.77 (d, J= 2.0 Hz, 1H), 9.00 (s, 1H), 10.96 (s, 1H).

5192-03-0, 5192-03-0 1H-Indol-5-amine 78867, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; LUPIN LIMITED; THOTAPALLY, Rajesh; PATHAK, Ashok, Bhau; KARDILE, Bhavana, Shrirang; SINDKHEDKAR, Milind, Dattatraya; PALLE, Venkata, P.; KAMBOJ, Rajender, Kumar; WO2012/25811; (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.343-90-8,1-(5-Fluoro-1H-indol-3-yl)-N,N-dimethylmethanamine,as a common compound, the synthetic route is as follows.

General procedure: To a solution of gramine[1] (8.00 mmol) and AcOH (114 muL, 2.00 mmol) in THF (10 mL) a solution of dimethylsulphate (3.79 mL, 40 mmol) and AcOH (114 muL, 2.00 mmol) in THF (8 mL) was added at 0 C dropwise. After stirringfor 1 h, Et2O (40 ml) was added and the reaction mixture was cooled to -18 C, precipitates were filtered, washed with Et2O (3*30 mL), dried over P2O5 in vacuum to afford gramine methosulfate derivative., 343-90-8

Big data shows that 343-90-8 is playing an increasingly important role.

Reference：
Article; Reinfelds, Matiss; Kalinins, Konstantins; Katkevica, Dace; Zemribo, Ronalds; Katkevics, Martins; Tetrahedron Letters; vol. 56; 43; (2015); p. 5882 – 5885;,
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.

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

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

10601-19-1, 5-Methoxy-1H-indole-3-carbaldehyde is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5-methoxy-indole 22 (1.78 g, 9.40 mmol) was added gradually and under dry argon to a suspension of NaH (0.564 g of a 60% dispersion, 14.11 mmol) in dry DMF (4 mL). The suspension was stirred at room temperature for 10 min and cooled to 0 C, and MeI (0.81 g, 5.71 mmol) was added over 5 min. The solution was then heated at 40 C for 30 min, cooled, poured into cold water. The mixture was extracted with EtOAc (2× 150 mL), dried and evaporated. The residue was used without purification (1.03 g, 95%). 1H NMR (300 MHz, DMSO-d6): delta (ppm) 9.72 (s, 1H), 8.45 (s, 1H), 7.82 (d, J = 9.1 Hz, 1H), 7.37 (d, J = 9.1 Hz, 1H), 3.93 (s, 3H), 3.91 (s, 3H); MS (ESI) m/z: 190.1 [M+H]+.

10601-19-1, The synthetic route of 10601-19-1 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Xu, Shengtao; Yao, Hong; Pei, Lingling; Hu, Mei; Li, Dahong; Qiu, Yangyi; Wang, Guangyu; Wu, Liang; Yao, Hequan; Zhu, Zheying; Xu, Jinyi; European Journal of Medicinal Chemistry; vol. 132; (2017); p. 310 – 321;,
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.90924-06-4,1-Methyl-4-indolecarboxylic Acid,as a common compound, the synthetic route is as follows.

Example 2.4: (S)-N-(3-(N.1-dimethyl-1H-indole-4-carboxamido)-4-phenylbutyl)-1- methyl-1H-benzord1imidazole-2-carboxamide1-Methyl-1 H-benzoimidazole-2-carboxylic acid ((S)-3-methylamino-4-phenyl-butyl)-amide hydrochloride (250 mg, 0.61 mmol), 1-methyl-1 H-indole-4-carboxylic acid (128 mg, 0.73 mmol), HOBt (112 mg, 0.73 mmol), EDC x HCI (176 mg, 0.92 mmol), and triethylamine (0.34 ml, 2.4 mmol) were dissolved in DCM (10 ml) and the reaction was stirred at rt over night. The mixture was diluted with EtOAc, washed with NaHC03- and NaCI-soln., dried (Na2S0 ), filtered and concentrated. The crude product was purified by chromatography (Flashmaster, heptane to EtOAc over 25 min; EtOAc for 10 min) to yield 191 mg (63%) of the title compound as off-white solid. [1 H-NMR (DMSO, 600 MHz, rotamers) 9.06/8.82 (br s, 1 H), 7.74-7.67 (m, 2H), 7.42-6.25 (m, 11H), 6.11/5.63 (s, 1H), 5.14/3.65 (br s, 1 H), 4.13/4.00 (s, 3H), 3.75/3.59 (s, 3H), 3.49-3.22 (m, 2H), 3.04/2.59 (s, 3H), 3.00-2.80 (m, 2H), 1.99-1.53 (m, 2H); LCMS RtA = 3.136 min; [M+H]+ = 494.2]., 90924-06-4

The synthetic route of 90924-06-4 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; NOVARTIS AG; BETSCHART, Claudia; COTESTA, Simona; HINTERMANN, Samuel; WAGNER, Juergen; ROY, Bernard, Lucien; GERSPACHER, Marc; VON MATT, Anette; BEHNKE, Dirk; WO2011/73316; (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

288385-93-3, 4-Fluoro-5-methoxy-2-methyl-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Cleavage of 4-fluoro-5-methoxy-2-methylindole with boron tribromide to give 4-fluoro-5-hydroxy-2-methylindole is described above.

288385-93-3, The synthetic route of 288385-93-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Hennequin, Laurent Francois Andre; US2003/199491; (2003); 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

1008-07-7, 7-Chloro-1H-indole-3-carbaldehyde is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1008-07-7, Compound 1b (1.0 mmol, 177 mg) was added to a 25 mL sealed tube.Compound 2j (0.5 mmol, 89.8 mg), iodine (0.5 mmol, 127 mg),Pyridine (0.5 mmol, 39.6 mg) and 1,4-dioxane (2 mL),The reaction was then stirred in an oil bath at 110 C for 12 h. The reaction was quenched by the addition of 50 mL EtOAc (EtOAc)The organic phase was washed successively with a Na2S2O3 solution having a mass concentration of 10% and saturated brine, and dried over anhydrous sodium sulfate. Filter, spin dry,Separated by silica gel column(petroleum ether/ethyl acetate = 10/1, v/v)The white solid product 3u (112.4 mg, 59%) was obtained.

The synthetic route of 1008-07-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Xinxiang Medical University; Gao Qinghe; Liu Xingxia; Yuan Huan; Wang Yakun; Tong Peiyuan; Shen Haotian; Zhang Zhiang; Zhang Weirong; Zhang Jixia; (22 pag.)CN108976198; (2018); 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