Month: March 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, A mixture of 4-((tert-butyldimethylsilyl)oxy)-2,7-diazaspiro [4.5j decan- 1-one (300 mg, 1.22 mmol), 1-chloro-5H-pyrido[4,3-bjindole-4-carboxamide (417 mg, 1.46 mmol) and DIPEA (630 mg, 4.88 mmol) in 1-methylpyrrolidin-2-one (4 mL) was stirred in a microwave at15OC for 1.5 h. To the mixture was added water (10 mL) and DCM (50 mL). After partition, the aqueous layer was extracted with DCM/i-PrOH (v:v=3: 1, 20 mL x 3). The combined organic layers were washed with brine (10 mL), dried over sodium sulfate, filtered and concentrated to afford the cmde product, which was purified by silica gel columnchromatography (MeOH / DCM = 0% 10 %) to give 1-(4-((tert-butyldimethylsilyl)oxy)- 1 -oxo-2,7-diazaspiro[4. 51 decan-7-yl)-5H-pyrido[4,3-bj indole-4- carboxamide. MS: 494.2 [M+Hf?.

The synthetic route of 938465-52-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; MERCK SHARP & DOHME CORP.; LIU, Jian; KOZLOWSKI, Joseph; KIM, Ronald; GAO, Xiaolei; BOGA, Sobhana Babu; YU, Younong; WU, Hao; LIU, Shilan; YANG, Chundao; (102 pag.)WO2016/164284; (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

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, Product is prepared according to procedure described in literature (Fraile, J. M.; Le Jeune, K.; Mayoral, J. A.; Ravasio, N.; Zaccheria, F.; Org. Biomol. Chem. 2013, v:11 , pp: 4327-4332). A solution of 5-bromo-3-methyl-1 H-indole (0.30 g; 1.437 mmol; 1.00 eqf.) in dry THF (5.0 ml), is cooled to 0-5C then NaH (60% immersion in mineral oil) (0.14 g; 2.86 mmol; 2.00 eqf.) is added in small portions over 10 min. RM is stirred for 1 h then lodoethane (0.21 ml; 2.86 mmol; 2.0 eqf.) is added dropwise. Reaction mixture is stirred for next 30 min at 0C and 18 h at rt. After mentioned time RM is poured onto ice and extracted with diethyl ether. Organic layers is washed with brine and dried over Na2S04. Solvent is evaporated in vacuo to provide desired product 5- bromo-1 ,3-dimethyl-1 H-indole (0.355 g; 1.33 mmol; yield 93.2%; 84% by UPLC) is obtained as light yellow oil.

As the paragraph descriping shows that 10075-48-6 is playing an increasingly important role.

Reference：
Patent; SELVITA S.A.; FABRITIUS, Charles-Henry Robert Yves; NOWAK, Mateusz Oktawian; WIKLIK, Katarzyna Anna; SABINIARZ, Aleksandra Barbara; BIE?, Marcin Dominik; BUDA, Anna Ma?gorzata; GUZIK, Pawel Szczepan; JAKUBIEC, Krzysztof Roman; MACIUSZEK, Monika; KWIECI?SKA, Katarzyna; TOMCZYK, Mateusz Micha?; GA??ZOWSKI, Micha? Miko?aj; GONDELA, Andrzej; DUDEK, ?ukasz Piotr; (681 pag.)WO2016/180536; (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.14618-45-2,3-(Trifluoroacetyl)indole,as a common compound, the synthetic route is as follows.

To a stirred solution of t-butylamine (16.4 mL, 157 mmol, 5 eq.), in THF (56 mL) at -78C under nitrogen was added slowly n-BuLi (62.6 mL, 157 mmol, 2.5 M in hexanes, 5 eq.). The solution was stirred at -78 oC for 1 h. To the anion was added a solution of 3-trifluoroacetylindole (6) (6.67 g, 31.3 mmol, 1 eq.) in THF (50 mL) at 0 C. The reaction mixture was allowed to gradually warm to rt over 12 h. This was poured onto ice H2O (100 mL) and stirred for 2 h before the aqueous solution was extracted with CH2Cl2 (1 x 65 mL). The entire solution was filtered through Celite to separate the emulsion that formed. The aqueous layer was further extracted with CH2Cl2 (3 x 65 mL). The organic layers were combined, washed with brine (1 x 100 mL), dried (Na2SO4), and concentrated in vacuo to give a dark yellow oil. The oil was purified by flash chromatography (2:1 hexanes: EtOAc) to give 9 as a pale yellow solid (6.76 g, 79%): 1H-NMR (CDCl3) 9.60 (s, 1H), 7.89-7.85 (m, 1H), 7.68 (d, 1H, J 2.8 Hz), 7.41-742 (m, 1H), 7.26-7.21 (m, 2H), 5.94 (s, 1H), 1.55 (s, 9H); 13C-NMR (CDCl3) 165.5, 136.7, 128.5, 124.3, 122.5, 121.3, 119.1, 113.0, 112.5, 51.5, 29.3; IR (film) 3399, 3231, 2964, 1627, 1538, 1449, 1231, 737 cm-1; MS m/z 216 (M+), 161, 144, 116, 89. An analytical sample was obtained via iterative recrystallizations from Et2O: mp 188-190 C. Anal. Calcd for C13H16N2O: C, 72.19; H, 7.46; N, 12.95. Found: C, 72.14; H, 7.41; N, 12.87., 14618-45-2

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

Reference：
Article; Badenock, Jeanese C.; Fraser, Heidi L.; Gribble, Gordon W.; Arkivoc; vol. 2018; 5; (2018); p. 140 – 149;,
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

4792-71-6, 5,7-Dichloro-1H-indole-2-carboxylic acid is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A vial was charged with 5,7-dichloro-lH-indole-2-carboxylic acid (230 mg, 1.00 mmol, 1.00 equiv), DCM (10 mL), and oxalyl chloride (381 mg, 3.00 mmol, 3.00 equiv). N,N- Dimethylformamide (0.05 mL) was added at 0 C, as described in Example 16, Step 3. The resulting solution was stirred for 4 hours at room temperature and concentrated under reduced pressure to provide 248 mg (crude) of 5,7-dichloro-lH-indole-2-carbonyl chloride as a yellow solid., 4792-71-6

4792-71-6 5,7-Dichloro-1H-indole-2-carboxylic acid 4983238, aindole-building-block compound, is more and more widely used in various fields.

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

192189-07-4, tert-Butyl 3-iodo-1H-indole-1-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

192189-07-4, General procedure: First, Pd(OAc)2 (4.50 mg, 0.02 mmol), NaHCO3 (210 mg, 2.50 mmol), nBu4NCl (278 mg,1.00 mmol) and dry, degassed DMF (3 mL) were placed in an argon flushed screw-cap Schlenktube. Then, (hetero)aryl iodide 1 (1.00 mmol) and allyl alcohol (2) (1.5 mmol) were added (forexperimental details, see Table 2). The mixture was placed in an oil bath at 50 C and was stirreduntil the educt had disappeared as monitored by TLC. After cooling to room temperature, MgO(75.0 mg, 1.86 mmol), PPh3, (262 mg, 1.00 mmol) and ethyl bromoacetate (167 mg, 1.00 mmol)were subsequently added to the reaction mixture and was heated to 50 C for the time t2. Aftercompletion of the sequence the crude reaction mixture was allowed to cool to room temperatureand diluted with ethyl acetate and extracted three times with water. The organic phase was driedwith anhydrous magnesium sulfate and adsorbed on Celite during evaporation. Then, theproduct was purified by chromatography on silica gel (n-hexane/ethyl acetate) to afford theanalytically pure 5-(hetero)arylpent-2-enoates 4.

As the paragraph descriping shows that 192189-07-4 is playing an increasingly important role.

Reference：
Article; Panther, Jesco; Roehrich, Adalbert; Mueller, Thomas J. J.; ARKIVOC; vol. 2012; 3; (2012); p. 297 – 311;,
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.16732-69-7,Ethyl 7-bromo-1H-indole-2-carboxylate,as a common compound, the synthetic route is as follows.

EXAMPLE XVIII 7-bromo-1-methyl-1H-indole-2-carboxylic acid 7.37 g ethyl 7-bromo-1H-indole-2-carboxylate are dissolved in 50 ml N,N-dimethylformamide, cooled to 0 C. and combined with 1.16 g sodium hydride (60% in mineral oil). The mixture is stirred for 20 minutes and then 1.78 ml methyl iodide are added dropwise. Then the mixture is allowed to come up to ambient temperature and stirred for 12 hours. Then 80 ml of methanol and 27.5 ml 2 N sodium hydroxide solution are added and the mixture is stirred for 3 hours at ambient temperature. The methanol is eliminated in vacuo, the residue is mixed with water and the precipitate is suction filtered. The filtrate is washed twice with ethyl acetate and the aqueous phase is combined with sufficient 2 N hydrochloric acid to give a pH of 2. The precipitated solid is suction filtered, washed with water and dried. Yield: 4.26 g (61% of theory) Mass spectrum (ESI-): m/z=252 [M-H]-

16732-69-7, The synthetic route of 16732-69-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2011/269737; (2011); 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

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

General procedure: Following a modified procedure [22], to a mixture of various substituted 2,3,3-trimethylindole (7.0 mmol), 2-formylpyrrole (1.78 g, 14 mmol), piperidine (12 mL,14 mmol) and ice acetic acid (16.5 mL, 21 mmol) in toluene (50 mL) were addedunder a Dean-Stark trap condition and the mixture was refluxed for 3 h. Thecompletion of the reaction was confirmed by TLC. The brown dark reaction mixturewas cooled, concentrated and separated by column chromatography. The correspondingproducts NDABs as a solid were obtained., 31241-19-7

As the paragraph descriping shows that 31241-19-7 is playing an increasingly important role.

Reference：
Article; Li, Yujiao; Yan, Jiaying; Cheng, Kai; Kong, Shuai; Zheng, Kaibo; Wang, Long; Zhang, Nuonuo; Research on Chemical Intermediates; vol. 43; 10; (2017); p. 5337 – 5344;,
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

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

To a solution of compound 2 in dichloromethane (30 mL) at 0 C was added dropwise 2 equivalents of 1 M BBr3 in dichloromethane and the mixture was stirred at room temperature for 12 h. Upon the completion of reaction as monitored by thin layer chromatography (TLC), the reaction mixture was washed with saturated aqueoussolution of sodium bicarbonate and the organic extracts were driedover Na2SO4, filtered, and evaporated to afford 3 as a brown solid in79% yield

31241-19-7, As the paragraph descriping shows that 31241-19-7 is playing an increasingly important role.

Reference：
Article; Saikiran, Maryala; Sato, Daisuke; Pandey, Shyam S.; Ohta, Takeshi; Hayase, Shuzi; Kato, Tamaki; Dyes and Pigments; vol. 140; (2017); p. 6 – 13;,
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,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6127-19-1,6-Bromo-2-methyl-1H-indole,as a common compound, the synthetic route is as follows.

General procedure: An appropriate amount 2,3-dichloro-1,4-naphthoquinone 1and the corresponding nucleophile were stirred in dichloromethane (30 mL) with Na2CO3(1.56 g) solution for 2-3 h at room temperature. The color of the solution quickly changedand the reaction was monitored by TLC. Chloroform (30 mL) was added to the reactionmixture. The organic layer was washed with water (4 × 30 mL), and dried over Na2SO4.After the solvent was evaporated the residue was purified by column chromatography onsilica gel.

As the paragraph descriping shows that 6127-19-1 is playing an increasingly important role.

Reference：
Article; Ibis, Cemil; Ayla, Sibel Sahinler; Bahar, Hakan; Stasevych, Maryna V.; Komarovska-Porokhnyavets, Olena; Novikov, Volodymyr; Phosphorus, Sulfur and Silicon and the Related Elements; vol. 190; 9; (2015); p. 1422 – 1433;,
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

289483-82-5, 4-Methyl-7-nitro-1H-indole-3-carbonitrile is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred solution of the above residue in MeOH (25 mL) was added Pd/C (100 mg, 20% w/w). After stirring at room temperature under 1 atm Lh for 3 h, the reaction mixture was filtered. The resulting solution was concentrated under reduced pressure. The residue was purified by flash column chromatography to give Sl-4 (208 mg, 1.18 mmol, 48% yield over two steps)., 289483-82-5

289483-82-5 4-Methyl-7-nitro-1H-indole-3-carbonitrile 11622527, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; DANA-FARBER CANCER INSTITUTE, INC.; GRAY, Nathanael S.; FISCHER, Eric; YOON, Hojong; ZHANG, Tinghu; FAUST, Tyler; DONOVAN, Katherine; CAI, Quan; (84 pag.)WO2019/147783; (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