Tag: M.W:100-200

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

Step 6b: 5-methoxy-1,2,3,3-tetramethylindoleninium iodide. A mixture of 5-methoxy-2,3,3-trimethylindolenine (17 g, 0.095 mole) and methyl iodide (16.1 g, 0.114 mole) in benzene (120 ml) was heated in an autoclave at 70C for 16 hours. The precipitate was filtered off, washed with benzene and crystallized in methanol (70 ml) and benzene (70 ml). A light-brown powder (21.0 g, 67%) was thus obtained.

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; Corning S.A.; EP1044978; (2000); 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

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.

To a solution of 4-fluoro-5-methoxy-2-methylindole (709 mg, 3.95 mmol) in methylene chloride (9 ml) cooled at -30 C. was added a solution of boron tribromide (2.18 g, 8.7 mmol) in methylene chloride (1 ml). After stirring for 1 hour at ambient temperature, the mixture was poured onto water and was diluted with methylene chloride. The pH of the aqueous layer was adjusted to 6. The organic layer was separated, washed with water, brine, dried (MgSO4) and evaporated. The residue was purified by column chromatography, eluding with ethyl acetate/petroleum ether (3/) to give 4-fluoro-5-hydroxy-2-methylindole (461 mg, 70%). MS-ESI: 166 [MH]+ 1H NMR Spectrum: (DMSOd6) 2.35 (s, 3H); 6.05 (s, 1H); 6.65 (dd, 1H); 6.9 (d, 1H); 8.75 (s,1); 10.9 (s, 1H) 13C NMR Spectrum: (DMSOd6) 13.5; 94,0; 106,0; 112; 118.5 (d); 132 (d); 136 (d); 136.5; 142.5 (d), 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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6127-17-9,6-Chloro-2-methyl-1H-indole,as a common compound, the synthetic route is as follows.,6127-17-9

D. 6-Chloro-2-methyl-1H-indole-3-acetic acid methyl ester. As in Example 1, Part E, 2.2 g (0.0133 mole) of 6-chloro-2-methyl-1H-indole was treated with 8.3 mL (0.0133 mol) of a 1.6M solution of n-butyl lithum in hexane, 14 ml (0.014 mol) of a 1M solution of ZnCl2 in ether, and 1.26 mL (0.0133 mol) of methyl 2-bromoacetate to give after chromatography on silica (gradient, toluene?10% EtOAc/toluene) 2.1 g (66%) of 6-chloro-2-methyl-1H-indole-3-acetic acid methyl ester as an oil. Analyses: Calc’d for C12 H12 ClNO2: C, 60.64; H, 5.09; N, 5.89. Found: C, 60.78; H, 5.10; N, 5.84.

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

Reference：
Patent; Eli Lilly and Company; US5578634; (1996); 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

7506-66-3,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.7506-66-3,cis-Hexahydro-1H-isoindole-1,3(2H)-dione,as a common compound, the synthetic route is as follows.

Cis-8-azabicyclo[4,3,0]nonane To a slurry of lithium aluminium hydride (17.1 g) in dry diethyl ether (375 ml) under a nitrogen atmosphere, cis-hexahydrophthalimide (23.0 g) in dry tetrahydrofuran (300 ml) was added over a two-hour period. The mixture was refluxed for 2.5 hours, cooled and treated very slowly with excess of water. The precipitate was filtered off and the filtrate was evaporated to yield the title compound as a viscous oil, which was used in the next step without purification.

7506-66-3 cis-Hexahydro-1H-isoindole-1,3(2H)-dione 6992236, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; Leo Pharmaceutical Products Ltd. A/S; US4181659; (1980); 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

399-51-9, 6-Fluoro-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

399-51-9, General procedure: A round-bottomed flask containing (28mL, 370mmol) freshly distilled dimethylformamide (DMF) was cooled to 0C for about 30min and freshly distilled phosphorus oxychloride (8.41mL, 90mmol) was subsequently added with stirring to the DMF over a period of 30min. A solution of indole 19 (85.47mmol) in DMF (10mL, 130mmol) was added to the yellow solution over a period of 1h. The solution was stirred at room temperature till it become a yellow paste. At the end of the reaction, 30g of crushed ice was added to the paste with stirring to make a clear cherry-red aqueous solution. Sodium hydroxide solution (1N, 100mL) was added dropwise with stirring to this cherry-red solution. The resulting suspension was heated rapidly to 90C and allowed to cool at room temperature, after which it was refrigerated for overnight. The product was filtered, washed with water (2×100mL) and air-dried to afford pure indole-3-carboxaldehydes 20 in 80-90% yields. Indole-3-carboxaldehyde, pale yellow solid; mp 194-196C (Lit. [37]196-197C).

399-51-9 6-Fluoro-1H-indole 351278, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Article; Tantak, Mukund P.; Klingler, Linus; Arun; Kumar, Anil; Sadana, Rachna; Kumar, Dalip; European Journal of Medicinal Chemistry; vol. 136; (2017); p. 184 – 194;,
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.5192-03-0,1H-Indol-5-amine,as a common compound, the synthetic route is as follows.

To a stirred suspension of 3,5-dibromopyrazin-2-amine (3.48 g, 13.7 mmol) and lH-indol-5-amine (2.00 g, 15.0 mmol) in EtOH (3.5 mL) was added diisopropylethylamine [DIEA] (2.60 mL, 15.0 mmol). The resulting mixture was stirred for 48 hr at 80C, after which it was partitioned between EtOAc and I0. The organic layer was separated, after which it was washed with brine, dried over Na2S04, filtered, and evaporated in vacuo to yield a residue that was purified via silica gel chromatography eluting with 1 : 1 EtOAc:hexanes to yield the title compound (1.75 g, 42%) as a red/brown solid. XH NMR (DMSO-i , 300 MHz): delta 10.98 (s, IH), 8.22 (s, IH), 7.83 (s, IH), 7.31-7.28 (m, 3H), 7.19 (d, J= 8.7 Hz, IH), 6.43 (s, 2H), 6.36 (s, IH); HPLC retention time: 2.07 minutes; MS ESI (m/z): 304.2/306.2 (M+l)+, calc. 303.

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

Reference：
Patent; UNIVERSITY OF ROCHESTER; BOARD OF REGENTS OF THE UNIVERSITY OF NEBRASKA; GELBARD, Harris A.; DEWHURST, Stephen; GENDELMAN, Howard E.; WO2014/85795; (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

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, [82] Into a 40-mL vial, was placed a solution of 1 -methyl- lH-indole-4-carboxylic acid (100 mg, 0.57 mmol, 1.00 eq.) in N,N-dimethylformamide (6 mL), HATU (325 mg, 0.86 mmol, 1.50 eq.), and DIEA (368 mg, 2.85 mmol, 5.00 eq.). After stirring for 1 h at 25 C, 4,5,6,7-tetrahydro-2H-indazol-3-amine hydrochloride (119.7 mg, 0.57 mmol, 1.00 eq.) was added. The resulting solution was stirred for 18 h at 25 C. The reaction mixture was diluted with water (40 mL), extracted with ethyl acetate (40 mL x3), washed with brine (100 mL x2), dried over anhydrous sodium sulfate, filtered and concentrated under vacuum. The crude product was purified by Prep-HPLC with the following conditions: Column, XBridge Shield RP18 OBD Column, 5 um, 19×150 mm; mobile phase, water (0.1 %FA) and ACN (30.0% ACN up to 55.0% in 12 min); Detector, UV 254 nm to give two isomers. [83] Fraction A (Example 7): Rt=10.40 min; Yield: 15.4 mg (9%) as a light yellow solid. (ES, m/z) [M+H]+ : 295; iNMR (DMSO- 6, 400MHz,ppm): delta 7.65 (d, J= 8.0 Hz, 1H), 7.61-7.59 (m, 1H), 7.44 (d, J=2.8 Hz, 1H), 7.24-7.21 (m, lH), 6.49-6.48 (m, 1H), 6.40 (s, 2H), 3.84 (s, 3H), 2.36-2.30 (m, 4H), 1.69-1.66 (m, 4H).[84] Fraction B ( Example 8 ): Rt= 8.35 min; Yield: 21.2 mg (13%) as a white solid. (ES, m/z) [M+H]+ : 295; 1HNMR (DMSO- 6, 400MHz,ppm): delta 7.60 (d, J= 8.0 Hz, 1H), 7.49-7.47 (m, 1H), 7.39 (d, J=2.8 Hz, 1H), 7.21-7.18 (m, lH); 6.42-6.41 (m, 1H), 5.35 (s, 2H); 3.83-3.81 (m, 3H), 2.96-2.94 (m, 2H), 2.28-2.26 (m, 2H), 1.74-1.69 (m, 4H).

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

Reference：
Patent; THE ROCKEFELLER UNIVERSITY; PONDA, Manish, P.; BRESLOW, Jan, L.; SELNICK, Harold; EGBERTSON, Melissa; (207 pag.)WO2017/205296; (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

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.,288385-93-3

To a solution of 4-fluoro-5-methoxy-2-methylindole (709 mg, 3.95 mmol) in methylene chloride (9 ml) cooled at -30 C. was added a solution of boron tribromide (2.18 g, 8.7 mmol) in methylene chloride (1 ml). After stirring for 1 hour at ambient temperature, the mixture was poured onto water and was diluted with methylene chloride. The pH of the aqueous layer was adjusted to 6. The organic layer was separated, washed with water, brine, dried (MgSO4) and evaporated. The residue was purified by column chromatography, eluding with ethyl acetate/petroleum ether (3/7) to give 4-fluoro-5-hydroxy-2-methylindole (461 mg, 70%). MS-ESI: 166 [MH]+ 1H NMR Spectrum: (DMSOd6) 2.35 (s, 3H); 6.05 (s, 1H); 6.65 (dd, 1H); 6.9 (d, 1H); 8.75 (s, 1H); 10.9 (s, 1H) 13C NMR Spectrum: (DMSOd6) 13.5; 94,0; 106,0; 112; 118.5 (d); 132 (d); 136 (d); 136.5; 142.5 (d)

As the paragraph descriping shows that 288385-93-3 is playing an increasingly important role.

Reference：
Patent; Hennequin, Lawrent Francois Andre; US2003/207878; (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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.23872-36-8,4-Chloro-1H-indole-3-carboxylic acid,as a common compound, the synthetic route is as follows.

Step 1 Preparation of 4-chloro-N-((3,3-difluoro-5-methylcyclohexyl)methyl)-1H-indole-3-carboxamide A mixture of 4-chloro-1H-indole-3-carboxylic acid (0.300 g, 1.5 mmol), (3,3-difluoro-5 methylcyclohexyl)methanamine (0.245 g, 1.5 mmol), HATU (0.684 g, 1.8 mmol) and DIPEA (0.387 g, 3.0 mmol) in DMF (15 mL) was stirred at room temperature for 4 h. The mixture was poured into water (15 mL), extracted with EtOAc (40 mL*3). The combined organic layers were dried over Na2SO4, filtered, concentrated and purified by column chromatography on silica gel (petroleum ether_EtOAc=5:1) to give 4-chloro-N-((3,3-difluoro-5-methyl-cyclohexyl)methyl)-1H-indole-3-carboxamide (0.110 g, 22percent) as a white solid.

23872-36-8, The synthetic route of 23872-36-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Merck Patent GmbH; KARRA, Srinivasa R.; (153 pag.)US2016/168090; (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

1204-32-6, Methyl 1-Methylindole-6-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To N-methylindole-6-carboxylic acid methyl ester in 3 mL 1 :1:1 :1 acetonitrile/THF/water/MeOH was added LiOH and allowed to stir at room temperature over the weekend. The reaction mixture was concentrated under reduced pressure before adding EtOAc and water. The organic phase was separated and the water acidified with 1N HCI and extracted into EtOAc (3×50 mL), washed with water, saturated aqueous NaCI1 dried over MgSO4, filtered, and concentrated under reduced pressure. The material was dried under reduced pressure to afford the title product (0.16 g, 86percent).

1204-32-6, 1204-32-6 Methyl 1-Methylindole-6-carboxylate 639843, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; PFIZER PRODUCTS INC.; WO2008/65508; (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