Tag: M.W:200-300

4792-71-6,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4792-71-6,5,7-Dichloro-1H-indole-2-carboxylic acid,as a common compound, the synthetic route is as follows.

EXAMPLE 102 R-Methyl 2-[(5-7-dichloro-1H-indole-2-carbonyl)-amino]-3-phenyl-propionate From 5,7-dichloro-1H-indole-2-carboxylic acid and D-phenylalanine methyl ester. 1 H NMR (300 MHz, CDCl3) delta 3.25 (m, 2H), 3.80/3.95 (s, 3H), 5.10 (m, 1H), 6.62 (d, 6 Hz, 1H), 6.69 (d, 2 Hz, 1H), 7.10-7.15 (m, 2H), 7.25-7.35 (m, 3H), 7.50-7.56 (s, 1H), 9.35 (br, 1H).

As the paragraph descriping shows that 4792-71-6 is playing an increasingly important role.

Reference：
Patent; Pfizer, Inc.; US6107329; (2000); 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

900514-08-1, 5-Chloro-3-iodo-7-azaindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

900514-08-1, To a solution of 5-chloro-3-iodo-1H-pyrrolo[2,3-b]pyridine (2, 5.00 g, 18.0 mmol) in 80.0 mL of N,N-dimethylformamide, sodium hydride (1.1 g, 60% in mineral oil, 27.0 mmol) was added slowly. A solution of benzenesulfonyl chloride (11, 2.40 mL, 18.8 mmol) in 10.0 mL of N,N-dimethylformamide was added dropwise at 0 C. The reaction mixture was stirred at room temperature for 15 hours, then poured into ice water and extracted with ethyl acetate. The organic layer was washed with brine, dried over magnesium sulfate, filtered and the filtrate concentrated under vacuum. The resulting solid was washed with 5% ethyl acetate in hexane, isolated by filtration, and dried to provide the desired compound (12, 5.9 g). 1H NMR was consistent with the compound structure. 1-Benzenesulfonyl-3-iodo-5-methyl-1H-pyrrolo[2,3-b]pyridine 13

900514-08-1 5-Chloro-3-iodo-7-azaindole 24229220, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; Plexxikon Inc.; Zhang, Jiazhong; Ibrahim, Prabha N.; Bremer, Ryan; Spevak, Wayne; Cho, Hanna; US9096593; (2015); B2;,
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 solution of 2,2,2-trifluoro-l-(lH-indol-3-yl)ethanone (0.20 g, 0.938 mmol) in THF (1 mL) in an ice-bath was added sodium borohydride (71.00 mg, 1.877 mmol) under N2. Then boron trifluoride diethyl ether (0.357 mL, 2.815 mmol) was added dropwise. The reaction was let stirred for 2 h while warmed to room temperature. The mixture was poured into a mixture of ice-water and 5% aqueous NaHC03and extracted with ethyl acetate. The combined organics were concentrated. The residue was purified by silica gel column chromatography to give the title compound (90 mg). LCMS m/z = 200.4 [M+H]+; NMR (400 MHz, CD3OD) delta ppm 3.57 (q, J = 11.1 Hz, 2H), 7.04 (t, J = 7.4 Hz, 1H), 7.12 (t, J = 7.3 Hz, 1H), 7.20 (s, 1H), 7.37 (d, J = 8.0 Hz, 1H), 7.54 (d, J = 7.9 Hz, 1H).

14618-45-2, 14618-45-2 3-(Trifluoroacetyl)indole 589126, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; ARENA PHARMACEUTICALS, INC.; SEMPLE, Graeme; BEHAN, Dominic P.; FEICHTINGER, Konrad; GLICKLICH, Alan; GROTTICK, Andrew J.; KAM, Maria Matilde Sanchez; KASEM, Michelle; LEHMANN, Juerg; REN, Albert S.; SCHRADER, Thomas O.; SHANAHAN, William R.; WONG, Amy Siu-Ting; ZHU, Xiuwen; WO2015/66344; (2015); 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.900514-08-1,5-Chloro-3-iodo-7-azaindole,as a common compound, the synthetic route is as follows.

900514-08-1, Step 2: Preparation of 5-chloro-3-iodo-1-(triisopropylsilyl)-1H-pyrrolo[2,3-b]pyridine 5-chloro-3-iodo-1H-pyrrolo[2,3-b]pyridine (1.25 g, 4.5 mmol) was dissolved in dry tetrahydrofuran (26 mL), and 60% sodium hydride (270 mg, 6.75 mmol) was added in batches under an ice bath and under a nitrogen atmosphere. The reaction solution was stirred for 15 min under a liquid ice bath, then chlorotriisopropylsilane (1.25 mL, 5.9 mmol) was added dropwise. The reaction solution was warmed to room temperature, then stirred for 2 hrs, quenched with a saturated ammonium chloride aqueous solution, and extracted with ethyl acetate. The organic phase was dried, concentrated and then separated by column chromatography [eluent: petroleum ether] to obtain 5-chloro-3-iodo-1-(triisopropylsilyl)-1H-pyrrolo[2,3-b]pyridine (1.75 g, yield 90%).

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

Reference：
Patent; Abbisko Therapeutics Co., Ltd.; ZHANG, Mingming; ZHAO, Baowei; YU, Hongping; CHEN, Zhui; XU, Yaochang; (58 pag.)US2020/140431; (2020); 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

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

The mixture of ethyl 7-bromo-1H-indole-2-carboxylate (536 mg, 2 mmol), (4- fluorophenyl)boronic acid (420 mg, 3 mmol) in a mixture of toluene, ethanol and sat. NaHCO3 solution (10/4/4 mL) was degassed and Pd(PPh3)4 (100 mg, 0.09 mmol) was added. The reaction mixture was heated at 100 oC overnight and extracted with EtOAc, then washed with brine and concentrated under reduced pressure. The crude product was purified by column chromatography on silica gel to give the desired product (320 mg, 57% yield) as an off-white powder. 1H NMR (300 MHz, CDCl3) delta 8.89 (br, 1H), 7.69 (d, J = 8.4 Hz, 1H), 7.60 (m, 1H), 7.58 (m, 1H), 7.23 (m, 5H), 4.40 (q, J = 6.9 Hz, 2H), 1.41 (t, J = 6.9 Hz, 3H).

16732-69-7, As the paragraph descriping shows that 16732-69-7 is playing an increasingly important role.

Reference：
Patent; LAVOIE, Edmond J.; PARHI, Ajit; YUAN, Yi; ZHANG, Yongzheng; SUN, Yangsheng; RUTGERS, THE STATE UNIVERSITY OF NEW JERSEY; TAXIS PHARMACEUTICALS, INC.; (251 pag.)WO2018/165611; (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.101861-63-6,4,6-Dichloroindole-2-carboxylic acid,as a common compound, the synthetic route is as follows.

In the reaction bottle,22 g of 4,6-dichloroindolecarboxylic acid was added to 150 mL of DMSO, and then 3 g of copper chloride was added.The reaction was heated at 120 C for 1 h,TLC monitors the reaction of the starting material completely, and the reaction solution is filtered, and then 200 mL of dichloromethane is added to extract the reaction solution three times.The organic phases were combined, washed with 200 mL of water and concentrated.Then in a mixture of acetone and n-hexane (V acetone: V-hexane = 3:1)Recrystallization from 100 mL gives 4,6-dichloroanthracene 14g, 101861-63-6

As the paragraph descriping shows that 101861-63-6 is playing an increasingly important role.

Reference：
Patent; Henan Normal University; Xu Guiqing; Wang Jiahao; Ren Baoqi; Zhou Yingjie; Mao Longfei; (9 pag.)CN109160895; (2019); 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

53462-88-7, Methyl 3-formyl-1H-indole-4-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

53462-88-7, A) 2.1 g of 80% pure sodium hydride were added in portions to a solution of 7 g of methyl 3-formylindole-4-carboxylate (see Example 1A for preparation) in 250 ml of dry dimethylformamide at room temperature under a nitrogen atmosphere. The reaction mixture was stirred at 50 C. for 1 hour. Subsequently, 7 ml of methyl iodide was added through a dropping funnel, and the reaction mixture was stirred at 50 C. for a further 2 hours. To work up the reaction mixture it was evaporated to dryness under reduced pressure and taken up in a mixture of 50 ml of water and 50 ml of dichloromethane. The dichloromethane phase was separated, and the aqueous phase was extracted once more with 50 ml of dichloromethane. The organic phases were combined, dried over sodium sulfate, filtered and evaporated. The remaining crystalline crude product was recrystallized from diethyl ether. Drying of the crystals resulted in 6.9 g of methyl 1-methyl-3-formylindole-4-carboxylate with a melting point of 128-129 C.

The synthetic route of 53462-88-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Kali-Chemie Pharma GmbH; US5272143; (1993); 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

14618-45-2, 3-(Trifluoroacetyl)indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of this compound (11 g, 50 mmol) in 100 mL acetone were added MeI (10 mL, 150 mmol) and potassium carbonate (18 g), and stirring was continued at RT for 2 h. Acetone was removed in vacuo. Water and methylene chloride were added to the residue. The organic layer was separated, washed with brine, dried and concentrated in vacuo to yield crude 1-methyl-3-trifluoroacetyl-1H-indole., 14618-45-2

As the paragraph descriping shows that 14618-45-2 is playing an increasingly important role.

Reference：
Patent; Monsanto Company; US5994270; (1999); 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

10075-48-6, 5-Bromo-3-methyl-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

10075-48-6, Step B 5-Bromo-1,3-dimethylindole To a stirred solution of 5-bromo-3-methylindole (2.85 g., 13.6 mmol., 1 eq.) in DMF (35 mL.) was added NaH (651 mg. of a 60% dispersion in oil, 16.28 mmol., 1.2 eq.). The mixture was stirred 15 minutes. To this mixture was added iodomethane (0.930 mL., 14.93 mmol., 1.1 eq.). The mixture was stirred for 2 hours. The DMF was removed in vacuo. The residue was diluted with water and extracted 4* with Et2 O. The organic extracts were combined, dried over anhydrous MgSO4, filtered and concentrated in vacuo giving 3.04 g. 5-bromo-1,3-dimethylindole as a reddish liquid.

10075-48-6 5-Bromo-3-methyl-1H-indole 254707, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; Merck & Co., Inc.; US5252732; (1993); 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

101861-63-6, 4,6-Dichloroindole-2-carboxylic acid is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A flask was charged with tert-butyl l,8-diazaspiro[4.5]decane-8-carboxylate (165 mg, 0.69 mmol, 1 equiv), 4,6-dichloro-lH-indole-2-carboxylic acid (219 mg, 0.95 mmol, 1.39 equiv) and DMF (5 mL). The mixture was stirred until all reagents were solubilized prior to the addition of HATU (339 mg, 0.89 mmol, 1.29 equiv) and TEA (383 mu, 2.75 mmol, 3.99 equiv). The reaction mixture was stirred overnight at room temperature, poured into EtOAc (5 mL), washed with sat. NaHC03 (5 mL) and brine (5 mL), dried over Na2S04, concentrated under reduced pressure, and purified over silica to afford tert-butyl l-(4,6-dichloro-lH-indole-2- carbonyl)-l,8-diazaspiro[4.5]decane-8-carboxylate (247 mg, 79% yield). LCMS (ESI, m/z): 452.1 [M+H]+.

101861-63-6, As the paragraph descriping shows that 101861-63-6 is playing an increasingly important role.

Reference：
Patent; ABIDE THERAPEUTICS, INC.; GRICE, Cheryl A.; WEBER, Olivia D.; BUZARD, Daniel J.; SHAGHAFI, Michael B.; JONES, Todd K.; (275 pag.)WO2019/46318; (2019); 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