Day: March 23, 2022

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.399-67-7,7-Fluoro-1H-indole-2-carboxylic acid,as a common compound, the synthetic route is as follows.

General procedure: (5-Chloro-7-fluoro-1H-indole-2-yl)-carboxylic acid (5a) (50 mg, 0.23 mmol), N,N-diisopropylethylamine (82 mul, 0.47 mmol) and 2-(7-Aza-1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate (89 mg, 0.23 mmol) were dissolved in 550 mul N,N-dimethylformamide. After stirring for 10 min 4-methyl-piperazin 6a (26 mul, 0.23 mmol) was added and the reaction mixture was stirred for 16 h at 20 C. The solvent was evaporated under reduced pressure and the crude product was purified using chromatography method P1, yielding 37 mg (53%) of the title compound., 399-67-7

399-67-7 7-Fluoro-1H-indole-2-carboxylic acid 3159626, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Article; Engelhardt, Harald; De Esch, Iwan J.P.; Kuhn, Daniel; Smits, Rogier A.; Zuiderveld, Obbe P.; Dobler, Julia; Mayer, Moriz; Lips, Sebastian; Arnhof, Heribert; Scharn, Dirk; Haaksma, Eric E.J.; Leurs, Rob; European Journal of Medicinal Chemistry; vol. 54; (2012); p. 660 – 668;,
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

Example 2: Isopropyl 8-fluoro-1 ,1-dimethyl-3-[4-(morpholin-4-ylmethyl)benzoyl]-1, 2,3,6- tetrahydroazepino[4,5-b]indole-5-carboxylate[00164] Step 1: In a round bottom flask with stir bar were combined acetic acid (40 ml_), formaldehyde (9.3 ml_, 114 mmol, 37% soln in water), and dimethylamine (20.0 ml_, 178 mmol, 40% soln in water). The solution was cooled to 0 0C in an ice water bath and 6-fluoroindole (15 g, 111 mmol) was added in portions over one hour. After complete addition the ice bath was removed and the reaction warmed gradually to room temperature overnight, after which time the reaction mixture was poured into ice water. The pH was adjusted to 12 with an aqueous solution of sodium hydroxide. The resulting mixture was extracted with diethyl ether (2x). The combined extracts were dried over sodium sulfate and concentrated to dryness. Further drying under vacuum provided 1-(6-fluoro-1 H-indol-3-yl)-N,N-dimethylmethanamine as a white solid, which was used without further purification in the next step. MS (ES) m/z 191.0 ([M-H] ).

399-51-9, The synthetic route of 399-51-9 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; WYETH; LUNDQUIST IV, Joseph Theodore; MAHANEY, Paige Erin; KIM, Younghee Callain; WO2010/36362; (2010); 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

288385-93-3, 4-Fluoro-5-methoxy-2-methyl-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Cleavage of 4-fluoro-5-methoxy-2-methylindole with boron tribromide to give 4-fluoro-5-hydroxy-2-methylindole is described above.

288385-93-3, 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.118414-82-7,MK-886,as a common compound, the synthetic route is as follows.,118414-82-7

To 3-[3-tert-butylsulfanyl-l-(4-chloro-benzyl)-5-isopropyl-lH-indol-2-yl]-2,2-dimethyl- propionic acid (prepared according to the procedures described in US patent 5,081, 138 issued Jan 14, 1992; 0.25g, 0.53mmol) suspended in CH2CI2 (5mL) was added oxalyl chloride (48uL, 0.56mmol) and catalytic DMF. The reaction was stirred at room temperature for 3 hours, and then concentrated to give 1-1, which was used without further purification.

118414-82-7 MK-886 3651377, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; AUTOIMMUNE PHARMA LLC; BENISON, Jeffrey; (157 pag.)WO2018/152405; (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.289483-82-5,4-Methyl-7-nitro-1H-indole-3-carbonitrile,as a common compound, the synthetic route is as follows.

Reference Example 3A; Synthesis of 7-amino-3-cyano-4-methyl-1H-indole; After suspending 12.6 g (62.6 mmol) of the 3-cyano-4-methyl-7-nitro-1H-indole obtained in Reference Example 2A in a mixture of 100 mL of tetrahydrofuran and 100 mL of methanol, the suspension was subjected to hydrogenation in the presence of 430 mg (1.87 mmol) of platinum oxide at ordinary temperature, 3 atmospheres. The catalyst was removed by filtration, the filtrate was concentrated to dryness, and then a mixture of tert-butyl methyl ether and hexane was added to the residue and the crystals were collected by filtration to give 10.7 g of the title compound (yield: 99.8%). 1H-NMR (DMSO-d6) delta (ppm): 2.47 (3H, s), 5.07 (2H, s), 6.34 (1H, d, J=7.6Hz), 6.64 (1H, d, J=7.6Hz), 8.10 (1H, s), 11.70 (1H, br s).

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; Hayashi, Kenji; Abe, Taichi; Ozeki, Naoki; Akamatsu, Hiroshi; US2007/37854; (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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.247564-63-2,4,5-Difluoro-1H-indole,as a common compound, the synthetic route is as follows.

[0611] To a stirred solution of 4,5-difluoro-1H-indole (1 g, 6 mmol) in DMSO (10 mL) at 0 C under an argon atmosphere were added potassium hydroxide (732 mg, 13 mmol) and methyl iodide (1 g, 7 mmol). The reaction mixture was warmed to room temperature and stirred for 16 h. After consumption of starting material (by TLC), the reaction mixture was quenched with water (100 mL) and extracted with EtOAc (2 x 100 mL). The combined organic extracts were dried over sodium sulfate, filtered and concentrated in vacuo. The crude material was purified by column chromatography using 8% EtOAc: Hexane to afford 4,5-difluoro-1-methyl-1H-indole (900 mg, 90%) as a pale yellow solid. ?H NMR (CDC13, 400 MHz): 7.36-7.30 (m, 1H), 7.09-7.01 (m, 2H), 6.40 (d, 1H), 3.71 (s, 3H); TLC: 20% EtOAc Hexane (R1: 0.6).

247564-63-2, As the paragraph descriping shows that 247564-63-2 is playing an increasingly important role.

Reference：
Patent; FORUM PHARMACEUTICALS INC.; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; HARRISON, Bryce, Alden; (273 pag.)WO2017/31325; (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

81779-27-3, 4-Hydroxy-1H-indole-3-carbaldehyde is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,81779-27-3

1: 0.40 g (1 mmol) of compound 0.66 g (1.1 mmol) of compound 2 was dissolved in 20 mL of methanol, and two drops of piperidine were added dropwise.As a catalyst, a reflux reaction was carried out under a nitrogen atmosphere, and the reaction was completed overnight, and the reaction was completed. Pass the crude product through column chromatographyThe developing agent of CH2Cl2/CH3OH=70:1 was separated and purified to obtain compound 3, and subjected to nuclear magnetic resonance spectroscopy.Structure (see Figure 1).

The synthetic route of 81779-27-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; University of Jinan; Lin Weiying; Wang Weishan; Liu Yong; Niu Jie; (10 pag.)CN108640902; (2018); 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

1008-07-7, 7-Chloro-1H-indole-3-carbaldehyde is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 7-chloro-1H-indole-3-carboxaldehyde36 (3.6 g, 20 mmol),hydroxylamine hydrochloride (1.40 g, 20 mmol), sodium acetate (1.60 g,20 mmol), glacial acetic acid (63 g, 60 mL) and acetic anhydride (2.2 g,2 mL) was placed in a round bottomed flask and heated under reflux for 4 h. Then the reaction mixture was cooled and poured into ice water. The resulting precipitate was filtered, washed with water, dried and recrystallised from methanol to give the pure product 7-chloro-1H-indole-3-carbonitrile (3.1 g, 88% yield): m.p. 180-182 C. 1H NMR(DMSO-d6, 400 MHz) delta 7.19-7.35 (m, 2H), 7.58-7.64 (m, 1H), 8.32 (d,J = 5.0 Hz, 1H), 12.61 (s, 1H). 13C NMR (DMSO-d6, 100 MHz) delta 113.5,115.7, 118.3, 119.6, 120.1, 122.2, 123.4, 127.9, 137.4. IR (KBr) numax/cm-1 3272, 3124, 2240, 1583, 1441, 1352, 1300, 1211., 1008-07-7

1008-07-7 7-Chloro-1H-indole-3-carbaldehyde 643958, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Article; Wang, Hongshe; Zhao, Weixing; Journal of Chemical Research; vol. 39; 6; (2015); p. 321 – 323;,
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

32588-36-6, Indole-2-acetic acid is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 11 (1.2 g, 6.34 mmol) and KOH (6.7, 0.12 mol) taken in a reaction flask was dissolved in 150 mL of EtOH, to this stirred reaction mixture was slowly added 80 % N2H4 (5 mL) at rt. Later the reaction mixture was refluxed for 5 h then the reaction mixture was heated to 150 C and was maintained at the same temperature for 45 min. Then, the reaction mixture was cooled to 0C and acidified (pH=2-3) with 5 % aq HCl. The organic layer was separated and the aqueous layer was extracted with Et2O (3 × 50mL). The combined organic layers were washed with brain, and dried over MgSO4. The solvent was removed under reduced pressure and the crude product 12 was dissolved in a mixture of MeOH (13 mL) and benzene (48 mL). To this solution, 4mL of 8 mmol of TMSCHN2 was added and the resulting reaction mixture was stirred for 30min at rt. Then all the volatile materials were removed under reduced pressure, later the solid residue was dissolved in CH2Cl2 and washed with aq Na2CO3. The organic fraction was dried (MgSO4) and the solvent removed under reduced pressure and the crude product was purified by flash column chromatography (EtOAc : Hexane=3 : 2) to yield 13 (75 %). mp 70.3-71.4C (lit [25]. 68.0-71.0C); 1H NMR (500 MHz, CDCl3): delta 8.79 (1H, br-s, N-H), 7.54-7.12 (4H, m, Ar-H), 6.34 (1H, s, Ar-H), 3.82 (2H, s, CH2), 3.74 (3H, s, CH3); 13C NMR (125.77 MHz, CDCl3): delta 171.0, 136.3, 130.3, 128.1, 121.7, 120.1, 119.7, 110.8, 101.8, 52.3, 33.7. MS (FAB) m/z 189 (M+H)., 32588-36-6

32588-36-6 Indole-2-acetic acid 4371752, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Article; Mori, Ryota; Kato, Asako; Komenoi, Kousuke; Kurasaki, Haruaki; Iijima, Touru; Kawagoshi, Masashi; Kiran; Takeda, Sho; Sakai, Norio; Konakahara, Takeo; European Journal of Medicinal Chemistry; vol. 82; (2014); p. 16 – 35;,
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

5192-03-0, 1H-Indol-5-amine is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Intermediate-69: tert-Butyl lH-indol-5-ylcarbamate To a stirred solution lH-indol-5 -amine (0.5 g, 3.78 mmol) in dichloromethane (10 mL), triethylamine (0.95g, 9.4 mmol) and di-tert-butyl dicarbonate (0.908 g, 4.166 mmol) were added at 0C. The reaction contents were stirred at room temperature for 4 h. The reaction was quenched with water and the mixture was extracted with ethyl acetate. The organic layer was concentrated in vacuo and the residue was purified by flash column chromatography to give tert-butyl lH-indol-5-ylcarbamate (0.380 g, 43%); MS: 233.5 (M+l).

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

Reference：
Patent; LUPIN LIMITED; THOTAPALLY, Rajesh; KACHI, Onkar, Gangaram; RODGE, Atish, Harishchandra; PATHAK, Ashok, Bhau; KARDILE, Bhavana, Shrirang; SINDKHEDKAR, Milind, Dattatraya; PALLE, Venkata, P.; KAMBOJ, Rajender, Kumar; WO2012/69917; (2012); 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