Day: March 4, 2022

16732-69-7, Ethyl 7-bromo-1H-indole-2-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of ethyl 7-bromo-1H-indole-2-carboxylate (100 mg, 0.37 mmol) in dioxane (3 mL) and H20 (0.5 mL) were added 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2- dioxaborolan-2-yl)-1H-pyrazole (93 mg, 0.45 mmol), K3P04 (198 mg, 0.93 mmol) andXPhos- G2-Pd-preCat (14.7 mg, 0.0 19 mmol) at rt. The reaction was stirred under N2 at100 C for 1 h. The reaction was cooled to rt. The solvent was removed. Purification by normal phase chromatography provided Intermediate 136 (94 mg, 94%) as a white solid. ?H NMR (400MHz, CDC13) oe 8.92 (br. s., 1H), 7.82 (s, 1H), 7.69 (s, 1H), 7.61 (d, J=7.9 Hz, 1H), 7.31 (dd,J=7.3, 1.1 Hz, 1H), 7.27 (d,J2.2 Hz, 1H), 7.18 (dd,J7.9, 7.3 Hz,1H), 4.41 (q, J=7.2 Hz, 2H), 4.03 (s, 3H), 1.42 (t, J=7.2 Hz, 3H). LC-MS(ESI) m/z: 270.1 [M+H].

16732-69-7, 16732-69-7 Ethyl 7-bromo-1H-indole-2-carboxylate 7017885, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; BRISTOL-MYERS SQUIBB COMPANY; LADZIATA, Vladimir; GLUNZ, Peter W.; HU, Zilun; WANG, Yufeng; (0 pag.)WO2016/10950; (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.10601-19-1,5-Methoxy-1H-indole-3-carbaldehyde,as a common compound, the synthetic route is as follows.

To a suspension of NaH (8.9 g, 0.223 mol) in DMF (300 mL) was cooled in an ice-bath. To this, a solution of the starting amine (30 g, 0.171 mol) in DMF (150 mL) was added dropwise. The reaction mixture was stirred at rt for 60 minutes. Then iodomethane (31.5 g, 0.223 mol) was added. The reaction mixture was stirred at rt for 1 hour. Then the mixture was poured onto 10% aqueous solution of NaHCO3, extracted with EA. The combined organicphases were washed with 10% aqueous solution of NaHCO3, brine and dried. The solution was concentrated to get crude product, which was triturated from EAHex to afford product as a light-yellow solid (29.5 g, 91.2%), 10601-19-1

10601-19-1 5-Methoxy-1H-indole-3-carbaldehyde 82758, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; GENENTECH, INC.; DRAGOVICH, Peter; PEI, Zhonghua; PILLOW, Thomas; SADOWSKY, Jack; VERMA, Vishal; ZHANG, Donglu; (268 pag.)WO2018/31662; (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

6127-17-9,6127-17-9, 6-Chloro-2-methyl-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 6-chloro-2-methyl-1H-indole (5.00 g, 30.3 mmol) and TEBAC (0.60 g, 0.300 mmol) in CHCl3 (150 ml) was added, at 0 C., NaOH in water. The mixture was stirred at 0 C. for 3 h and then at RT for 14 h. The reaction mixture was then added gradually to ice-water and extracted with chloroform. The organic phase was washed with water, dried over Na2SO4 and concentrated on a rotary evaporator. The residue was purified by column chromatography purification with a hexane/ethyl acetate gradient as eluent. MH+: 214; 1H-NMR (400 MHz, CDCl3): delta 2.79 (s, 3H), 7.44-7.47 (dd, J=2.08 & 8.72 Hz, 1H), 7.63-7.65 (d, J=8.72 Hz, 1H), 7.99-8.00 (d, J=1.92 Hz, 1H), 8.07 (s, 1H).

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

Reference：
Patent; BAYER CROPSCIENCE AKTIENGESELLSCHAFT; FISCHER, Ruediger; HAGER, Dominik; HOFFMEISTER, Laura; KAUSCH-BUSIES, Nina; WILCKE, David; WILLOT, Matthieu; GOeRGENS, Urich; ILG, Kerstin; MOSRIN, Marc; PORTZ, Daniela; TURBERG, Andreas; US2018/305353; (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

676273-39-5, 3-Iodo-1-tosyl-1H-indole-5-carbonitrile is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

676273-39-5, 3-Iodo-1-(toluene-4-sulfonyl)-1H-indole-5-carbonitrile (5.0 g, 11.8 mMol) was added to a solution of bis(tributyltin) (6.27 mL, 12.4 mMol) in DMF (50 mL). Triphenyl phosphine (310 mg, 0.10 mMol) and palladium(II)acetate (133 mg, 0.59 mMol) were added and the reaction was heated to 60 C. for 40 min. The reaction was cooled in a water bath, then poured into brine (500 mL), and extracted with ethyl acetate (3×50 mL). The organic phase was dried with magnesium sulfate and the solvent was removed in vacuo. The reaction was purified by chromatography on silica gel with hexanes to remove tin byproducts followed by elution with ethyl acetate/hexanes (8%) to give the product as an off-white solid (5.67 g, 82%). 1H NMR (400 MHz, CDCl3) delta 8.02 (1H, d, J=8.6 Hz), 7.75 (3H, m), 7.52 (1H, dd, J=8.6, 1.5 Hz), 7.49 (1H, s), 7.24 (2H, m), 2.35 (3H, s), 1.05-1.82 (18H, m), 0.89 (9H, m); MS m/e 587.3 (M+H).

The synthetic route of 676273-39-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Denhart, Derek John; Ditta, Jonathan L.; King, Dalton; Macor, John E.; Marcin, Lawrence R.; Mattson, Ronald J.; Meng, Zhaoxing; US2004/63768; (2004); 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

640735-23-5, 4-Fluoro-7-azaindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

640735-23-5, 00341] 4-Fluoro-lH-pyrrolo[2,3-b]pyridine (1.80 g, 13.2 mmol, prepared as described inThibault, et al. as cited in Scheme 1 above) was added slowly to fuming HNO3 at 00C and stirred for 10 minutes. Ice was then added, followed by the addition of water. The reaction was then filtered, and the solid product was washed with water and dried to give 4-fluoro-3-nitro-lH- pyrrolo[2,3-b]pyridine (1.80 g, 75.2% yield).

The synthetic route of 640735-23-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ARRAY BIOPHARMA INC.; WO2009/89352; (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