Day: March 18, 2022

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5192-03-0,1H-Indol-5-amine,as a common compound, the synthetic route is as follows.

Example 16 (1-{4-[3-(4-Chloro-3-(trifluoromethyl)phenyl)ureido]-2-fluorophenyl}-1H-indol-5-yl)carbamic acid tert-butyl ester (Table 1, Compound No. 16) Step A Preparation of (1H-indole-5-yl)carbamic acid tert-Butyl ester [Show Image] In 100 mL of methanol, 2.64 g (20 mmol) of 5-aminoindole was dissolved, and 4.15 mL (30 mmol) of triethylamine and 5.23 g (24 mmol) of Boc2O were added thereto and the mixture solution was stirred at room temperature for six hours. The reaction solution was concentrated under reduced pressure, and the residue was partitioned with ethyl acetate (200 mL) and water (100 mL), and the organic layer was washed with a saturated sodium chloride solution. The organic layer was dried and then concentrated under reduced pressure, and the residue was partitioned between ethyl acetate (200 mL) and water (100 mL) and the organic layer was washed with a saturated sodium chloride solution. The organic layer was dried and then concentrated under reduced pressure, and the residue was purified by a silica gel column (Wako Gel C200: 300 g, n-hexane:ethyl acetate=4:1) to obtain 4.38 g (94%) of (1H-indol-5-yl)carbamic acid tert-butyl ester as a white solid. 1H-NMR (270 MHz, CDCl3) delta (ppm): 1.43(9H,s), 6.38 (1H, br.s), 6.29-6.33 (1H, m), 7.04 (1H, dd, J=2.3, 8.9 Hz), 7.19 (1H, s), 7.23 (1H, d, J=8.9 Hz), 7.61 (1H, br.s), 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; CHUGAI SEIYAKU KABUSHIKI KAISHA; EP1724258; (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

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.

To a chilled (-780C) solution of 2.67 g (9.20 mmol) 5-bromo-l-(4-fluorophenyl)-lH-indazole in 10 mL of anhydrous TetaF was added 7.36 mL (18.40 mmol) of a 2.5 M solution of n- butyllithium in hexane followed by a solution of 1.00 g (4.69 mmol) of 2,2,2-trifluoro-l-(lH- indol-3-yl)ethanone in 5 mL of TetaF in one portion. The reaction was then stirred at -78C for 30 minutes and quenched with 5 mL of water. The mixture was warmed to room temperature and extracted with ethyl acetate. The combined organic layer was washed with brine, dried over sodium sulfate and concentrated in vacuo. The residue was purified by flash chromatography (20%-40% ethyl acetate in hexanes). The major fractions were combined and concentrated to afford 978 mg of 2,2,2-trifluoro-l-[l-(4-fluorophenyl)-lH-indazol-5-yl]-l-(lH- indol-3-yl)ethanol. MS m/z 426.39 (MH+).

14618-45-2, The synthetic route of 14618-45-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH & CO. KG; WO2008/70507; (2008); 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

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

5-Aminoindole (100 mg, 0.757 mmol) was dissolved in acetonitrile (2 mL), and the solution was added with 1-(tert-butoxycarbonyl)-4-piperidinone (181 mg, 0.908 mmol), acetic acid (0.870 mL, 15.2 mmol) and sodium triacetoxyborohydride (160 mg, 0.755 mmol) little by little, followed by stirring at room temperature for 1 hour. The reaction mixture was added with water and sodium carbonate to adjust the pH to 9. The mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated to obtain 5-[1-(tert-butoxycarbonyl)-4-piperidylamino]indole (300 mg). 5-[1-(tert-butoxycarbonyl)-4-piperidylamino]indole APCI-MS m/z: 316 [M+H]+; 1H-NMR (CDCl3)delta(ppm): 1.21-1.42 (m, 2H), 1.47 (s, 9H), 2.03-2.14 (m, 2H), 2.86-2.98 (m, 2H), 3.43 (m, 1H), 3.97-4.13 (m, 2H), 6.39 (m, 1H), 6.62 (dd, J = 2.2, 8.6 Hz, 1H), 6.88 (d, J = 2.2 Hz, 1H), 7.13 (dd, J = 2.7, 2.8 Hz, 1H), 7.21 (d, J = 8.6 Hz, 1H), 7.96 (br s, 1H)., 5192-03-0

As the paragraph descriping shows that 5192-03-0 is playing an increasingly important role.

Reference：
Patent; Kyowa Hakko Kirin Co., Ltd.; EP2108642; (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

1265231-91-1, 3-(Dimethylamino)-2-(1-(phenylsulfonyl)-1H-indole-2-carbonyl)acrylonitrile is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,1265231-91-1

2-Cyclopropyl-5-hydrazinyl-1H-benzo[d]imidazole 1e (540mg, 2.06mmol) and 3-(dimethylamino)-2-(1-(phenylsulfonyl)-1H-indole-2-carbonyl)acrylonitrile 1f (581mg, 1.53mmol, prepared according to the published patent application ) were suspended in 30 mL of absolute ethanol, the reaction solution was refluxed for 6 hours. The reaction solution was cooled down to room temperature, solid precipitated. The solution was subjected to suction filtration, the filter cake was washed with 5mL of ethanol and then subjected to infrared drying to obtain (5-amino-1-(2-cyclopropyl-1H-benzo[d]imidazol-5-yl)-1H-pyrazol-4-yl)(1-(phenylsulfonyl)-1H-i ndol-2-yl)methanone 1g (675mg, tan solid), yield 67%. MS m / z (ESI): 522.8 [M + 1]

1265231-91-1 3-(Dimethylamino)-2-(1-(phenylsulfonyl)-1H-indole-2-carbonyl)acrylonitrile 68005411, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; Zhejiang Hisun Pharmaceutical Co., Ltd; CHEN, Lei; GUAN, Dongliang; BAI, Hua; YAN, Xing; MIAO, Shuai; ZHU, Songsong; (54 pag.)EP3339305; (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

851211-74-0,851211-74-0, 1H-Indole-6-carbohydrazide is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a 50 mL three-necked flask were added 1.5 mmol of intermediate 3a-3c, 3 ml of DMF, 0.5 ml of acetic acid (36%), 0.5mmol of isophthalaldehyde, reflux reaction at 450W microwave power for 5-10min (TLC monitoring reaction process) The reaction was stopped and cooled to room temperature. To the reaction system was added 30 mL of water to give a large amount of solid which was filtered to give the crude product which was recrystallized from DMF-ethanol-water to give the title compound 4a-4c

The synthetic route of 851211-74-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Chinese Academy Of Sciences Northwest Plateau Biological Institute; Suo Yourui; Ye Ying; Han Lijuan; (8 pag.)CN104529863; (2017); B;,
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 solution 5-aminoindole (1.0 g, 7.6 mmol) in 100 mL of EtOAc was added di- tert-butyldicarbonate (4.1 g. 19 mmol). The mixture was stirred at ambient temperature for 24 hours and then was quenched with 20 mL H2O. The layers were separated and the aqueous layer was extracted 3 X 10 mL of EtOAc. The combined organic extracts were dried over anhydrous Na2SO4, filtered, concentrated under reduced pressure and purified via flash column chromatography (SiO2, 50% hexanes in EtOAc) to provide the title compound (1.8 g, 7.7 mmol, ->100% yield). MS (DCI/NH3) m/z 233 (M+H)+., 5192-03-0

The synthetic route of 5192-03-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ABBOTT LABORATORIES; WO2006/69196; (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

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