New learning discoveries about 166104-20-7

The synthetic route of 166104-20-7 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.166104-20-7,1-Boc-5-Aminoindole,as a common compound, the synthetic route is as follows.

To a solution of 2-bromo-3-((4-fluorophenyl)ethynyi)-6-methoxypyridine (1ntermediate 44, 531mg. 0867 mmol) in anhydrous toluene (9 rnL) was added XPhos (83 mg, 0.17 mmol), Pd2(dba)3(79 trig, 0088 mrnol), and potassium tert-butoxide (292 mg, 260 mmol). After 10 mimi. tert-butyi5-amino-i H-indole- I -carhoxylate (Intermediate ii, 201 trig. 0.867 mmnol) was added. The resultingsolution was refiuxed at 100 O(? for 3hr, then allowed to cool to 20 ¡ãC. The reaction was partitioned between EtOAc and water. The organic phase was separated, dried (MgSO4), filtered, and concentrated in vacuo, no deprotection necessary. Purification (FCC, Si02, 0percent to 30percent EtOAc/ heptanes) afforded the title compound (60 mg, 19percent) as a yellow solid. MS (ESI): mass caicd. forC22H,6FNO, 357.1; m/z found, 358 [M+Hr. ?H NMR (300 MHz, DMSO.-d6) oe 11.36 (s, iH, 7.53?7.42 (m, 3H), 7.41 ? 7.30 (m, 3H), 7.11 (t, J= 8.8 Hz, 2H), 6.92 (d, J= 8.5 Hz, 1H?), 6.85 (s, 1H?), 6.57 (d, J= 8.8 Hz, IH), 6.47 (s, IH), 3.90 (s, 3H)., 166104-20-7

The synthetic route of 166104-20-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; JANSSEN PHARMACEUTICA NV; BERRY, Cynthia G.B.; CHEN, Gang; JOURDAN, Fabrice Loic; LEBOLD, Terry Patrick; LIN, David Wei; PENA PINON, Miguel Angel; RAVULA, Suchitra; SAVALL, Bradley M.; SWANSON, Devin M.; WU, Dongpei; ZHANG, Wei; AMERIKS, Michael K.; (407 pag.)WO2016/176460; (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

Analyzing the synthesis route of 393553-55-4

As the paragraph descriping shows that 393553-55-4 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.393553-55-4,4-Bromo-6-methoxy-1H-indole,as a common compound, the synthetic route is as follows.

4-bromo-6- methoxy- IH- indole (177-1) (360 mg, 1.6 mmol) was dissolved in DMF and cooled to 0 C. NaH (60%, 128 mg, 3.2 mmol) was then added in portions followed by the addition of tert- butyl (2-bromoethyl)carbamate (177-2) (428 mg, 1.9 mmol). The mixture was allowed warm to r.t. and stirred for l2h, then poured into water and extracted with EA. The organic phase was separated and washed with sat. aq. NaCl, dried over Na2S04, filtered, concentrated and purified by flash chromatography to afford the title compound (380 mg yield 65%). 1 H NMR (600 MHz, Chloroform- ) d 7.26 (s, 1H), 7.00 (t, J = 2.4 Hz, 2H), 6.47 (d, J = 3.2 Hz, 1H), 4.52 (s, 1H), 4.19 (t, J = 6.0 Hz, 2H), 3.85 (s, 3H), 3.47 (q, J = 6.1 Hz, 2H), 1.43 (s, 9H). h?/, 393553-55-4

As the paragraph descriping shows that 393553-55-4 is playing an increasingly important role.

Reference£º
Patent; THE REGENTS OF THE UNIVERSITY OF MICHIGAN; CIERPICKI, Tomasz; GREMBECKA, Jolanta; YING, Weijiang; YAO, Yiwu; GRAY, Felicia; ZHAO, Qingjie; (0 pag.)WO2019/236957; (2019); 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

Simple exploration of 166104-19-4

As the paragraph descriping shows that 166104-19-4 is playing an increasingly important role.

166104-19-4, tert-Butyl 5-nitro-1H-indole-1-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 2; Following the procedure set forth in Example 1 (A) above, indole derivatives were deprotected using TFE or HFIP in a microwave reactor at 150 C. as set forth in Table 1 below., 166104-19-4

As the paragraph descriping shows that 166104-19-4 is playing an increasingly important role.

Reference£º
Patent; Roch Palo Alto LLC; US2009/203910; (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

Downstream synthetic route of 1092114-59-4

As the paragraph descriping shows that 1092114-59-4 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1092114-59-4,3-Iodo-1H-indole-5-carbonitrile,as a common compound, the synthetic route is as follows.

Preparation of compound 69b: 3-iodo-l-tosyl-l/7-indole-5-carbonitrileTo a solution of 3-iodo-l//-indole-5-carbonitrile (2 g, 7.40 mmol) in DMF (20 mL) was added 60% NaH (538 mg, 22.38 mmol) portion wise at 0 C and the reaction was stirred for 10 min RT. To the above mixture at 0 C, p-TsCl (2.2 g, 11.19 mmol) solution in DMF (4 mL) was added and stirred for further 2 h at RT. The reaction was quenched with ice cold H20 (20 mL). The resulting suspension was filtered and the solid was washed with H20 (10 mL) and dried. The crude was purified with silica gel chromatography (eluent: 20% EtOAc in petroleum ether) to afford 3-iodo-l-tosyl-l//-indole-5-carbonitrile (3.0 g, 95.5%) as an off brown solid. .H NMR (400MHz, DMSO-d6): delta 8.30 (s, 1H), 8.13 (d, J=8.8Hz, 1H), 7.98 (d, J=8.4Hz, 2H), 7.87-7.81 (m, 2H), 7.43 (d, J=8.0Hz, 2H), 2.32 (s, 3H)., 1092114-59-4

As the paragraph descriping shows that 1092114-59-4 is playing an increasingly important role.

Reference£º
Patent; AMGEN INC.; WANG, Hui-Ling; CEE, Victor, C.; HERBERICH, Bradley, J.; JACKSON, Claire, L., M.; LANMAN, Brian, Alan; NIXEY, Thomas; PETTUS, Liping, H.; REED, Anthony, B.; WU, Bin; WURZ, Ryan; TASKER, Andrew; WO2012/129338; (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

New learning discoveries about 103858-53-3

103858-53-3, The synthetic route of 103858-53-3 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.103858-53-3,Ethyl 6-bromoindole-2-carboxylate,as a common compound, the synthetic route is as follows.

General procedure: To ethyl 1H-indole-2-carboxylate (1.3 g, 6.89 mmol) in THF at 0 .was added lithium aluminumhydride solution (1M, in THF 0.29 g, 1.54 mmol) dropwise and the reaction mixture was stirred for 3.5 hours at0 . The reaction mixture was quenched with H2O, 15% NaOH, and H2O before it was filtered and rinsed withTHF. Reaction mixture was dried (anhydrous Na2SO4) and evaporation of the solvent gave 1.1 g (96% yield) of thecrude (1H-indol-2-yl)methanol which was used directly in the next step.

103858-53-3, The synthetic route of 103858-53-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Jiang, Zeng-Qiang; Miao, Da-Zhuang; Tong, Yao; Pan, Qiang; Li, Xiao-Tong; Hu, Ren-He; Han, Shi-Qing; Synthesis; vol. 47; 13; (2015); p. 1913 – 1921;,
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

Brief introduction of 1111638-02-8

1111638-02-8, The synthetic route of 1111638-02-8 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1111638-02-8,5-Bromo-2-methyl-7-azaindole,as a common compound, the synthetic route is as follows.

5.1.1.4 5-Bromo-3-(1-(2,6-dichloro-3-fluorophenyl)ethyl)-2-methyl-1H-pyrrolo[2,3-b]pyridine (22) To a solution of compound 20 (450 mg, 2.13 mmol) in DCM (10 mL) Trifluoromethanesulfonic acid (TfOH, 1.28 g, 8.53 mmol) and 1-(2,6-Dichloro-3-fluorophenyl)ethanol (1.63 g, 8.53 mmol) was added dropwise. After stirring at 25 C under N2 for 16 h, the mixture was quenched with sat. Sodium bicarbonate (NaHCO3) solution, extracted with DCM (100 mL * 3). The organic phase was washed with water (20 mL * 2), brine (20 mL * 2), dried over Na2SO4. After filtering, the organic phase was concentrated and purified by column chromatography on silica (DCM:MeOH = 200:1) to give 22 as a white solid (650 mg, 75.8% yield). 1H NMR (400 MHz, DMSO-d6) delta 11.66 (s, 1H, NH), 8.12 (s, 1H, Ar-H), 7.87 (s, 1H, Ar-H), 7.54-7.50 (dd, J = 8.9, 5.1 Hz, 1H, Ar-H), 7.39-7.34 (t, J = 8.7 Hz, 1H, Ar-H), 5.15-5.12 (q, J = 7.4 Hz, 1H, CH), 2.18 (s, 3H, CH3), 1.86-1.83 (d, J = 7.5 Hz, 3H, CH3).

1111638-02-8, The synthetic route of 1111638-02-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Liu, Na; Wang, Yanfen; Huang, Gongchao; Ji, Conghui; Fan, Wei; Li, Haitao; Cheng, Ying; Tian, Hongqi; Bioorganic Chemistry; vol. 65; (2016); p. 146 – 158;,
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

Downstream synthetic route of 90271-86-6

90271-86-6 5-Bromo-3-cyanoindole 3623354, aindole-building-block compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.90271-86-6,5-Bromo-3-cyanoindole,as a common compound, the synthetic route is as follows.

90271-86-6, General procedure: A solution of the appropriate 1H-indole-3-carbonitriles 5a-c or1-methylindole-3-carbonitriles 6a-c (5 mmol) and thiosemicarbazide(5 mmol) in trifluoroacetic acid (5 ml) was heated at60 C for 3.5 h. The reaction mixture was then poured into ice andslowly neutralized with NaHCO3 saturated solution. The obtainedprecipitate was filtered off, washed with water, cyclohexane anddiethyl ether

90271-86-6 5-Bromo-3-cyanoindole 3623354, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Article; Cascioferro, Stella; Parrino, Barbara; Petri, Giovanna Li; Cusimano, Maria Grazia; Schillaci, Domenico; Di Sarno, Veronica; Musella, Simona; Giovannetti, Elisa; Cirrincione, Girolamo; Diana, Patrizia; European Journal of Medicinal Chemistry; vol. 167; (2019); p. 200 – 210;,
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

Downstream synthetic route of 143612-79-7

143612-79-7, 143612-79-7 3-(4-Chlorobutyl)-1H-indole-5-carbonitrile 9881123, aindole-building-block compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.143612-79-7,3-(4-Chlorobutyl)-1H-indole-5-carbonitrile,as a common compound, the synthetic route is as follows.

6-(2-(Piperazin- 1 -yl)pyrimidin-5-yl)nicotinamide dihydrochloride (400 mg, 1.12 mmol), 3-(4-chlorobutyl)-1H-indole-5-nitrile (312 mg, 1.34 mmol), anhydrous sodium carbonate (712 mg, 6.72 mmol) and sodium iodide (50 mg, 0.33 mmol) were added into anhydrous acetonitrile (15 mL) in turn. The solution was heated to 90 C and reacted for 36 hours. The reaction was stopped, and the mixture was cooled to room temperature. The solvent was evaporated under reduced pressure. The residue was purified by column chromatography (dichloromethane/methanol (v/v) = 20/1) to give the title compound as a faint yellow solid (465 mg, 86.4%).MS (ESI, pos. ion) m/z: 481.30 [M+H].?H NIVIR (400 1?IFlz, DMSO-d6) (ppm): 11.36 (s, 1H), 9.08 (s, 2H), 9.04 (d, J= 1.7 Hz,1H), 8.26 (dd, J= 8.3, 2.1 Hz, 1H), 8.14 (s, 1H), 8.10 (s, 1H), 8.05 (d, J= 8.3 Hz, 1H), 7.52 (s,1H), 7.49 (d, J= 8.3 Hz, 1H), 7.40 (dd, J= 8.4, 0.9 Hz, 1H), 7.35 (s, 1H), 3.90 (brs, 4H), 3.39(brs, 4H), 2.73 (t, J 7.4 Hz, 2H), 2.452.39 (m, 2H), 1.731.65 (m, 2H), 1.54 (d, J= 6.7 Hz,2H);HPLC: 95.11%.

143612-79-7, 143612-79-7 3-(4-Chlorobutyl)-1H-indole-5-carbonitrile 9881123, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; SUNSHINE LAKE PHARMA CO., LTD.; JIN, Chuanfei; ZHONG, Wenhe; LIANG, Haiping; ZHANG, Yingjun; (79 pag.)WO2019/62662; (2019); 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

Brief introduction of 942-26-7

942-26-7 5-Chlorotryptamine hydrochloride 2827494, aindole-building-block compound, is more and more widely used in various fields.

942-26-7, 5-Chlorotryptamine hydrochloride is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

942-26-7, General procedure: Commercial tryptamine hydrochloride (4.9 g, 24.9 mmol, 1 eq) and glyoxylic acid (2.6 g, 27.4 mmol, 1.1 eq) were dissolved in 78 mL H2O,and then the solution of KOH (1.38 g, 24.9 mmol, 1 eq) in 6 mL H2O was added dropwise. The mixture was stirredfor 1h and the white precipitate was collected by filtration. The precipitate was dissolved in 78 mL H2O and thesolution was added conc. HCl (6.6 mL) at room temperature. After stirring for one hour under reflux, the solutionwas added 6.6 mL conc. HCl again and stirred for another 0.5 h under reflux. After cooling to r.t., the light-greencrystal was obtained and collected by filtration and then dissolved in 78 mL H2O. The solution was basified by 20%KOH until pH > 13, and the white precipitate was filtered off and washed with water three times to the titlecompound S16a (3.1 g, 73%).

942-26-7 5-Chlorotryptamine hydrochloride 2827494, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Article; Zheng, Hongbo; Li, Lin; Sun, Bin; Gao, Yun; Song, Wei; Zhao, Xiaoyu; Gao, Yanhui; Xie, Zhiyu; Zhang, Nianzhao; Ji, Jianbo; Yuan, Huiqing; Lou, Hongxiang; European Journal of Medicinal Chemistry; vol. 150; (2018); p. 30 – 38;,
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

New learning discoveries about 902772-13-8

902772-13-8 5-Bromo-1H-indole-2-carbonitrile 68473340, aindole-building-block compound, is more and more widely used in various fields.

902772-13-8, 5-Bromo-1H-indole-2-carbonitrile is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

902772-13-8, Anhydrous CH2Cl2 (270 mL), Et3N (4.86 mL, 34.7 mmol) and pyridine (2.82 mL, 34.7 mmol) were added to 5-bromoindole-2-carbom’trile (3.83 g, 17.3 mmol; see step (b) above), Cu(OAc)2 (6.29 g, 34.7 mmol), 3 A molecular sieves (ca. 7 g) and4-cyclopentyloxyphenylboronic acid (7.15 g, 34.7 mmol). The mixture was stirred vigorously at rt for 72 h and filtered through Celite. The solids were washed withEtOAc, and the combined filtrates concentrated and purified by chromatography to afford the sub-title compound (3.87 g, 59%).

902772-13-8 5-Bromo-1H-indole-2-carbonitrile 68473340, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; BIOLIPOX AB; WO2006/77367; (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