Month: March 2022

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.

(6-Fluoro-1 H-indol-3-ylmethyl)-dimethylamine (II) (65 g, 0.338 mol), KCN (31 g, 0.476 mol), DMF (195 mE) and water (104 mE) were charged to the reactot The reaction mixture was heated to about 100-105 C. (strong reflux) for about 5-8 h. The reaction mixture was cooled to 20-25 C. Water (780 mE) and toluene (435 mE) were charged to the reactor and the mixture was stirred vigorously for >2 h. The organic and aqueous layers were separated. The organic layer waswashedwith5%NaHCO3 (6x260mL), aq. HC1 (260 mE, 2 M), 5% NaHCO3 (260 mE) and 5% NaC1 (260 mE), respectively. The organic layer was filtered and concentrated to dryness. MeOR (260 mE) was added and the solution was concentrated to dryness to yield Compound (III) as a brown oil (53.0 g, 90%) with 95% UV purity according to HPLC analysis.

343-93-1, The synthetic route of 343-93-1 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; H. Lundbeck A/S; JACOBSEN, Mikkel Fog; NIELSEN, Ole; (16 pag.)US2016/168089; (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

343-90-8, 1-(5-Fluoro-1H-indol-3-yl)-N,N-dimethylmethanamine is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

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 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% theory)., 343-90-8

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

Reference：
Patent; Miles Laboratories, Inc.; US4283410; (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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.400071-95-6,5-Bromo-1-methyl-1H-indole-3-carboxylic acid,as a common compound, the synthetic route is as follows.

General procedure: To a solution of the amine (1 .0 – 1 .2 eq.) and the carboxyindole (1 .0 eq.) in DCE or EtOAc (0.14 -0.25 M) in a microwave vial, was added DIPEA or TEA (2.2 – 3.0 eq.) followed by T3P (50% in EtOAc) (2.4 – 3.0 eq.). The flask was sealed and heated to 120C-140C for 0.5-1 hr under microwave irradiation. Upon completion the reaction mixture was diluted with EtOAc and washed with NH4CI, Na2CO3 (sat. aq.) and brine. The organic phase was dried over MgSO4 and concentrated in vacuo. The crude product was purified by silica gel column chromatography or pTLC to afford the desired amide.

400071-95-6, As the paragraph descriping shows that 400071-95-6 is playing an increasingly important role.

Reference：
Patent; BIONOMICS LIMITED; HARVEY, Andrew; HUFF, Belinda; SINGH, Rajinder; KUCHEL, Nathan; WO2014/172759; (2014); 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.2519-61-1,4-Chloroindole-3-acetic acid,as a common compound, the synthetic route is as follows.

General procedure: To a solution of carboxylic acid (0.8 mmol, 1.0 equiv) in CH2Cl2 (5 mL), DIPEA (1.0 mmol,1.3 equiv) and HATU (0.8 mmol, 1.0 equiv) were added, and the reaction mixture was stirred for 30 min, after which compound 7 (0.8 mmol, 1.0 equiv) in CH2Cl2 (2 mL) was added and stirred for 2 h. The mixture was filtered, the residue was washed with CH2Cl2, and then the solution was combined and concentrated. The residue was subjected to silica gel chromatography with petroleum ether/EtOAc (2:1) to give 13., 2519-61-1

2519-61-1 4-Chloroindole-3-acetic acid 100413, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Article; Liu, Jin; Chen, Yu; Li, Jing-Ya; Luo, Cheng; Li, Jia; Chen, Kai-Xian; Li, Xu-Wen; Guo, Yue-Wei; Marine Drugs; vol. 16; 3; (2018);,
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

923197-75-5, (6-Bromo-1H-indol-2-yl)methanol is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

923197-75-5, To a suspension of (6-bromo-1H-indol-2-yl)methanol (696 mg, 3.00 mmol) in THF (25.0 mL) was added MnO2 (3.20 g, 37.0 mmol) at 0 C. The reaction mixture was stirred for 24 h at room temperature. The reaction mixture was filtered through Celite, and the filtrate was concentrated under reduced pressure to give the title compound (371 mg, 55%) as an orange solid: 1H NMR (500 MHz, CDCl3) delta 9.86 (s, 1H), 9.07 (br s, 1H), 7.64 (s, 1H), 7.61 (d, J=8.5 Hz, 1H), 7.29 (dd, J=8.5, 1.5 Hz, 1H), 7.24 (d, J=1.0 Hz, 1H).

The synthetic route of 923197-75-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ALBANY MOLECULAR RESEARCH, INC.; US2012/157469; (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.20289-27-4,7-(Benzyloxy)-1H-indole,as a common compound, the synthetic route is as follows.

EXAMPLE 5 Preparation of 3(Pyridin-3-yl)-7-(7-phenylmethoxyindol-3-yl)carbonyl-1H,3H-pyrrolo[1,2-c]thiazole The title compound was prepared by the procedure described in Example 1 using 7-phenylmethoxyindole instead of indole. The crude product was purified by flash chromatography (15 p.s.i.) on 250 g silica gel eluding with 1:1 THF/hexane and then recrystallized from ethyl acetate/ether to afford the title compound. m.p. 184-188 C. 1 H NMR (DMSO-d6, 300 MHz) delta4.45 (d, J=15 Hz, 1H), 4.62 (dd, J=15, 2 Hz, 1H), 6.68 (d, J=3 Hz, 1H), 6.76 (d, J=1 Hz, 1H), 6.85 (d, J=3 Hz, 1H), 6.89 (d, J=8 Hz, 1H), 7.08 (t, J=8 Hz, 1H), 7.31-7.46 (m, 4H), 7.56-7.67 (m, 3H), 7.83 (d, J=8 Hz, 1H), 8.03 (d, J=3 Hz, 1H), 8.53-8.58 (m, 2H), 12.06 (d, J=3 Hz). Anal calcd for C27 H21 N3 O2 S: C, 71.82; H, 4.69; N, 9.31. Found: C, 71.33; H, 4.70; N, 9.16. MS (DCI/NH3) m/e 452 (M+H)+.

20289-27-4, The synthetic route of 20289-27-4 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Abbott Laboratories; US5459152; (1995); 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.

General procedure: A solution of indol-3-aldehyde 8 (1 mmol) and appropriate acetophenone (1 mmol) in ethanol (25 mL) was refluxed in the presence of piperidine (0.5 mL) for 24 h. After completion of reaction as confirmed by TLC, the mixture was poured into crushed ice (20 g), neutralized with acetic acid. Obtained solid was filtered, washed with cold water (20 mL) and dried and recrystallized from ethanol to obtain pure indolylchalcones 9a-m in 60-70% yields.

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; Chaitanya; Reddy, P.O. Venkataramana; Nikhil, Kumar; Kumar, Anil; Shah, Kavita; Kumar, Dalip; Bioorganic and Medicinal Chemistry Letters; vol. 28; 17; (2018); p. 2842 – 2845;,
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.76644-74-1,1H-Isoindol-3-amine hydrochloride,as a common compound, the synthetic route is as follows.,76644-74-1

To a solution of 3-amino-1H-isoindole hydrochloride (3.25 g, 19.3 mmol) and 5-methyl-3-oxo-hexanoic acid methyl ester (3.35 g, 21.2 mmol) in MeOH (96 mL) was added a 30 wt % sodium methoxide solution in methanol (7.2 mL, 38.5 mmol). The mixture was stirred at room temperature overnight. The volatiles were evaporated and the solid material was washed with hexane/ether to give 3.4 g of 2-isobutylpyrimido[2,1-a]isoindol-4(6H)-one. LC-MS (M+H): 241.1.

76644-74-1 1H-Isoindol-3-amine hydrochloride 2795203, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; TaiGen Biotechnology Co., Ltd.; US2008/292626; (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

399-67-7, 7-Fluoro-1H-indole-2-carboxylic acid is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: (5-Chloro-7-fluoro-1H-indole-2-yl)-carboxylic acid (5a) (50 mg, 0.23 mmol), N,N-diisopropylethylamine (82 mul, 0.47 mmol) and 2-(7-Aza-1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate (89 mg, 0.23 mmol) were dissolved in 550 mul N,N-dimethylformamide. After stirring for 10 min 4-methyl-piperazin 6a (26 mul, 0.23 mmol) was added and the reaction mixture was stirred for 16 h at 20 C. The solvent was evaporated under reduced pressure and the crude product was purified using chromatography method P1, yielding 37 mg (53%) of the title compound.

399-67-7, The synthetic route of 399-67-7 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Engelhardt, Harald; De Esch, Iwan J.P.; Kuhn, Daniel; Smits, Rogier A.; Zuiderveld, Obbe P.; Dobler, Julia; Mayer, Moriz; Lips, Sebastian; Arnhof, Heribert; Scharn, Dirk; Haaksma, Eric E.J.; Leurs, Rob; European Journal of Medicinal Chemistry; vol. 54; (2012); p. 660 – 668;,
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

31241-19-7, 5-Methoxy-2,3,3-trimethyl-3H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1.70 g (9.00 mmol) of 2,3,3-trimethyl-6-methoxyindole 1 were weighed and 2.61 g (18.0 mmol) of 2-formylbenzopyrrole was weighed and 0.15 L of a toluene solution was measured.Take organic acid 0.24mL, 0.30mL organic base were heated and stirred, refluxed at 120 for 2 hours, dried and filtered to give a yellow compound 3.Take 1.99 g (4.50 mmol) of the above compound 3, take 35 mL of toluene solution and 2.80 mL of triethylamine, add 2.10 mL (17.50 mmol) of boron trifluoride etherate solution dropwise with stirring under electromagnetic agitation and raise the temperature to 120 C.,Condensing reflux 8 hours, TLC point plate test, the product was washed, extracted, dried, rotary evaporation, filtered to give compound 4:, 31241-19-7

31241-19-7 5-Methoxy-2,3,3-trimethyl-3H-indole 11095392, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; China Three Gorges University; Zhang Nuonuo; Li Yujiao; Yan Jiaying; Cheng Kai; Li Dejiang; (12 pag.)CN105925004; (2016); 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