Day: March 22, 2022

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.938465-52-2,1-Chloro-5H-pyrido[4,3-b]indole-4-carboxamide,as a common compound, the synthetic route is as follows.

938465-52-2, To a suspension of l-chloro-5H-pyrido[4,3-]indole-4-carboxamide (Example 10 Step 3) in AcOH (0.15 M) at room temperature was added Br2 (10 equiv) to provide a homogeneous mixture. After standing at room temperature a precipitate formed, and after 1 h, a suspension of Zn powder (excess) in TetaF was added in a cold water bath. After a period of 10 min, the reaction mixture was poured over TetaF/EtOAc and saturated NaHCO3. After separation of the organic phase, the aqueous phase was extracted again with THF/EtOAc, and the combined organic phases were washed with brine, dried over MgSO4 and filtered. After evaporation of the organic solvents, the residue was purified by flash chromatography (10-70% EtOAc in hexanes)to provide the title compound as a yellow solid.

938465-52-2 1-Chloro-5H-pyrido[4,3-b]indole-4-carboxamide 59198457, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; MERCK & CO., INC.; MERCK FROSST CANADA LTD.; WO2007/61764; (2007); 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.900514-08-1,5-Chloro-3-iodo-7-azaindole,as a common compound, the synthetic route is as follows.

900514-08-1, To a stirred solution of 5-chloro-3-iodo-IH-pyrrolo[2,3-b]pyridlne (16 g, 57.5 mmd) and NaH(4.2 g, 172.4 mol) in DMF (100 mL) was added (2-(chloromethoxy)ethyl)t,imethylsilane(9.57 g, 1724 mmol) drop wise at 0C and stirred for 0:5 h. Afterwards, the reaction mixture was diluted with water (30 mL) and extracted with EtOAc (30 mL twice). The combined organic layers were dried over anhydrous Na2SO4, filtered and concentrated in vacuo to give a crude product, which was purified by silica gel flash chromatography (petroleumether EtOAc = 10:1) to afford the title compound (10 g, 43% yIeld) as a solid. MS: 409.0 [M+H].

As the paragraph descriping shows that 900514-08-1 is playing an increasingly important role.

Reference：
Patent; SAVIRA PHARMACEUTICALS GMBH; EUROPEAN MOLECULAR BIOLOGY LABORATORY; TAN, Xuefei; ZBINDEN, Katrin Groebke; KUHN, Bernd; WANG, Lisha; LIU, Yongfu; WU, Jun; SHEN, Hong; SHI, Tianlai; (174 pag.)WO2017/133664; (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.10075-48-6,5-Bromo-3-methyl-1H-indole,as a common compound, the synthetic route is as follows.

To a solution of 5-bromo-3-methyl-1H-indole (2.00 g, 9.52 mmol) in anh. DMF (15 mL) is added portionwise sodium hydride (60% dispersion in mineral oil, 419 mg, 10.47 mmol) and the RM is furtherstirred at RT, under nitrogen, for 30 mi lodomethane (1.2 mL, 19.27 mmol) is then added dropwise to the previous mixture and stirring at RT is continued for 1 .5h. The cooled (0C) RM is treated with water and is allowed to warm-up to RT. The RM is then extracted three times with Et20 and the combined organic layers are washed with water, dried over anh. MgSO4, filtered and concentrated under reduced pressure. Purification by FC (heptane/DCM = 1/1) affords 5-bromo-1,3-dimethyl-1H-indole as a pale yellow oil (1.86 g,87%). LC-MS A: tR = 0.94 mm; [M+H] = 224.07.

10075-48-6, The synthetic route of 10075-48-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; IDORSIA PHARMACEUTICALS LTD; BOSS, Christoph; CORMINBOEUF, Olivier; FRETZ, Heinz; LYOTHIER, Isabelle; POZZI, Davide; RICHARD-BILDSTEIN, Sylvia; SIENDT, Herve; SIFFERLEN, Thierry; (298 pag.)WO2018/210988; (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

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, To a solution of 0.38 g (2.3 mmol) 6-chloro-2-methyl-1H-indole in 20 ml 1,2-dichloroethane at 0 C. were added 0.35 ml (2.5 mmol) trifluoroacetic anhydride. The reaction mixture was quenched with aqueous 2 M sodium carbonate solution after 30 min and extracted with dichloromethane (3*100 ml). The combined organic layers were dried over sodium sulfate and concentrated in vacuo to give the title compound (0.57 g; 95%) as an off-white solid. MS m/e (%): 260 (M-H+, 100).

6127-17-9 6-Chloro-2-methyl-1H-indole 271553, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; Bissantz, Caterina; Grundschober, Christophe; Ratni, Hasane; Rogers-Evans, Mark; Schnider, Patrick; US2007/27163; (2007); 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

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

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

6127-19-1, 6-Bromo-2-methyl-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6127-19-1, 6-bromo-2-methyl-1H-indole (250 mg, 1.19 mmol), KOAc (410 mg, 4.2 mmol), 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi(1,3,2-dioxaborolane) (520 mg, 2.0 mmol) and PdCl2(dppf)CH2Cl2 (50 mg, 0.061 mmol) were taken up in 1,4-dioxane (7 mL) under Ar. The stirred reaction mixture was heated to 105 C. and stirred for 14 h. The reaction mixture was diluted with water, EtOAc and brine and the phases were separated. The organic phase was dried over Na2SO4, filtered, and concentrated. The crude residue was purified by silica gel chromatography (10-60% EtOAc in hexanes) to afford 2-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole (7.50).

The synthetic route of 6127-19-1 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Gilead Scientific Systems, Inc.; Cory, Kevin S; Doo, Jimin; Farrand, Julie; Guerrero, Juan A; Katana, Ashley A; Cato, Daryl; Laisaweed, Scott I; Lee, Jiayao; Lingco, John O; Nicolaus, May; Notte, Gregory; Phyen, Hyeoung-Jung; Sangy, Michael; Sumit, Arun C; Adam J, Surayyah; Stephens, Cork L; Venkatraman, Chandrasekar; Watkins, William J; Yang, Jong Yu; Jabloki, Jeff; Jifel, Shiela; Ro, Jennifer; Lee, Sung H; Jao, Chung Dong; Grove, Jeffery; Su, Jianjun; Blomgren, Peter; Mitchell, Scott A; Shyung, Jin Ming; Chandrasekar, Jayaraman; (460 pag.)KR2016/37198; (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

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.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