Day: March 23, 2022

227960-12-5, Methyl 5-methylindole-3-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1.65 g (11.9 [MMOL)] of potassium carbonate are added at [25C] under an argon atmosphere to 0.900 g (4.75 [MMOL)] of [3-METHOXYCARBONYi-5-METHYL-1 H-INDOLE] in 10 cm3 of dimethyl sulphoxide. After stirring at [25C] for 0.5 hour, 0.677 cm3 (4.75 [MMOL)] of 1-chloroisoquinoline is added. After stirring at [100C] for 48 hours, the reaction mixture is cooled and diluted with 100 cm3 of ethyl acetate and then washed with 3 times 50 cm3 of water and 25 cm3 of saturated aqueous sodium chloride solution. The organic phase is dried over anhydrous magnesium sulphate, filtered and concentrated to dryness under reduced pressure (2.7 kPa) to give 1.50 g of a residue which is purified by flash chromatography [eluent : cyclohexane/ethyl acetate (8/2 by volume)]. After concentrating the fractions to dryness under reduced pressure (2.7 kPa), [1. 4 G OF 3-METHOXYCARBONYL-1- (ISOQUINOL-1-YL)-5-METHYL-1 H-INDOLE] are obtained in the form of a white solid melting at [142C.], 227960-12-5

As the paragraph descriping shows that 227960-12-5 is playing an increasingly important role.

Reference：
Patent; AVENTIS PHARMA DEUTSCHLAND GMBH; WO2004/7480; (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

2795-41-7, 6-Fluoroindole-3-carboxaldehyde is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,2795-41-7

41 mg of 6-fluoroindole and 42 mg of intermediate I-9 were dissolved in 10 ml of toluene,Add 0.6mg of palladium acetate under N2 protection.And 2.4 mg of Davephos (2-dicyclohexylphosphino-2′-(N,N-dimethylamine)-biphenyl),After stirring and dissolving,Added 32 mg of sodium tert-butoxide.Re-vacuum,Exchange nitrogen,And placed in a 90 C oil bath heated and stirred.After TLC showed that the substrate completely disappeared,The reaction was stopped and the reaction solution was cooled to room temperature.Infiltration is removed by suction filtrationThe filtrate was added with 30 ml of ethyl acetate.40ml water extraction,After the organic layer is washed once,dry,filter,80 mg of compound B-1 (white solid, yield 61.2%) was obtained.

The synthetic route of 2795-41-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Chinese Academy Of Sciences Shanghai Pharmaceutical Institute; Hu Youhong; Geng Meiyu; Xing Weiqiang; Ding Jian; Ai Jing; (86 pag.)CN103664895; (2018); B;,
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.380448-07-7,5-Chloro-3-formyl-1H-indole-2-carboxylic acid,as a common compound, the synthetic route is as follows.,380448-07-7

REFERENTIAL EXAMPLE 287 5-Chloro-2-ethoxycarbonylindole-3-carboxylic acid: The compound (1.5 g) obtained in Referential Example 286 and sulfamic acid (1.7 g) were dissolved in tert-butanol (30 ml)-water (30 ml), and sodium chlorite (1.6 g) was added to stir the mixture for 8 hours. The reaction mixture was diluted with water and extracted with ethyl acetate, and the extract was successively washed with 1N hydrochloric acid and saturated aqueous solution of sodium chloride and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, and the residue was recrystallized from a mixed solvent of isopropyl ether and hexane to obtain the title compound (0.7 g). 1H-NMR (DMSO-d6) delta: 1.34(3H,t,J=7.1 Hz), 4.38(2H,q,J=7.1 Hz), 7.33(1H,dd,J=8.0, 1.4 Hz), 7.52(1H,d,J=8.0 Hz), 7.97(1H,d,J=1.4 Hz), 12.75(1H,br).

As the paragraph descriping shows that 380448-07-7 is playing an increasingly important role.

Reference：
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; US2005/20645; (2005); 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.1265231-91-1,3-(Dimethylamino)-2-(1-(phenylsulfonyl)-1H-indole-2-carbonyl)acrylonitrile,as a common compound, the synthetic route is as follows.

Methyl 5-hydrazinyl-1H-benzo[d]imidazole-2-carboxylatedihydrochloride 2e (300mg, 1.07mmol) and 3-(dimethylamino)-2-(1-(phenylsulfonyl)-1H-indole-2-carbonyl)acrylonitrile If (408mg, 1.07mmol) were suspended in 30mL of absolute ethanol and the reaction solution was refluxed for 6 hours. The solution was subjected to suction filtration, the filter cake was washed with 5mL of ethanol, and the filtrate was concentrated under reduced pressure. The residue was further separated and purified by silica gel column chromatography (developing agent: system B) to obtain methyl 5-(5-amino-4-(1-(phenylsulfonyl)-1H-indole-2-carbonyl)-1H-pyrazol-1-yl)-1H-benzo[d]imidazol -2-carboxylate 2g (143mg, yellow solid), yield: 24%. MS m / z (ESI): 540.7 [M + 1]

1265231-91-1, As the paragraph descriping shows that 1265231-91-1 is playing an increasingly important role.

Reference：
Patent; Zhejiang Hisun Pharmaceutical Co., Ltd; CHEN, Lei; GUAN, Dongliang; BAI, Hua; YAN, Xing; MIAO, Shuai; ZHU, Songsong; (54 pag.)EP3339305; (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

399-67-7, 7-Fluoro-1H-indole-2-carboxylic acid is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

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

162100-42-7, 6-Chloro-5-methyl-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,162100-42-7

To a solution of Compound D (3.5 g, 21 mmol) in AcOH (40 mL) was added sodium cyanoborohydride (2.7 g, 43 mmol) and the mixture was purged with N2 for 1 h at room temperature.The reaction was complete by TLC (PE / EA = 10/1), further ethyl acetate EA (200 ml) was added and the mixture was made basic with a 5N NaOH solution (200 ml) at a pH of about 8. The organic layer was separated, Wash once, fullAnd brine once, dried over anhydrous sodium sulfate, dried to give 3.5g of brown solid Compound E, spare. Yield 98%.

162100-42-7 6-Chloro-5-methyl-1H-indole 10773354, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; Douchuang (Shanghai) Pharmaceutical Technology Co., Ltd.; Wang Lei; Wang Xiaolei; Gao Jixiang; (9 pag.)CN106278987; (2017); 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

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

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), 288385-93-3

288385-93-3 4-Fluoro-5-methoxy-2-methyl-1H-indole 22030728, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; Hennequin, Laurent Francois Andre; US2003/212055; (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

676273-39-5,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.676273-39-5,3-Iodo-1-tosyl-1H-indole-5-carbonitrile,as a common compound, the synthetic route is as follows.

Compound 15 (0.682 g), [2-(trifluoromethyl)-3-thienyl] boronic acid (0.38 g) and 2N solution of Na2CO3 (0.514 g, 2.4ml) were taken in n-Butanol (5ml) in a RB flask. Resulting mixture was de- gassed for 10 min. To this, was added PdCl2(PPh3)2 (0.057 g) and again degassed for 5 min. Resulting reaction mixture was stirred and heated at 110C for 2 hrs under nitrogen atmos- phere. Reaction completion was monitored by TLC. After completion of reaction it was cooled to RT. Filtered the reaction through celite bed and washed with ethyl acetate. Filtrate was washed with water and brine. Organic layer was dried over Na2SO4 and evaporated completely. Crude compound was purified by flash column chromatography. Pure compound was eluted with 10- 25% ethyl acetate in heptane. Evaporated solvent under vacuum. It was concentrated under vacuum to afford 0.25 g (34.70%) of the desired product 18. 1H NMR (300 MHz, DMSO-d6) delta 8.20 (d, J = 8.7 Hz, 1H), 8.11 (d, J = 4.9 Hz, 2H), 8.05- 7.95 (m, 3H), 7.84 (dd, J = 8.7, 1.4 Hz, 1H), 7.51 (dd, J = 5.1, 1.4 Hz, 1H), 7.44 (d, J = 8.2 Hz, 2H), 2.34 (s, 3H).

As the paragraph descriping shows that 676273-39-5 is playing an increasingly important role.

Reference：
Patent; BASF SE; POONOTH, Manojkumar; RHEINHEIMER, Joachim; RATH, Rakesh; ROSENBAUM, Claudia; WIEBE, Christine; BRAHM, Lutz; RUDOLF, Georg Christoph; KHANNA, Smriti; HADEN, Egon; ROEHL, Franz; SIEPE, Isabella; KREMZOW-GRAW, Doris; SCHIFFER, Helmut; (199 pag.)WO2018/210659; (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.879-37-8,Indole-3-acetamide,as a common compound, the synthetic route is as follows.,879-37-8

To a solution of 5, 6-dihydro-4H-pyrrolo [3,2,1-//] quinolin-1-yl) oxoacetic acid methyl ester (1.0 g, 4.12 mmol) and indole-3-acetamide (0.8 g, 4.5 mmol) in anhydrous tetrahydrofuran at O0C was added a solution of potassium t-butoxide (IM in tetrahydrofuran) (12.4 ml, 12.4 mmol) dropwise over 30 minutes. The mixture was stirred at 0 C for 2 hours. Concentrated hydrochloric acid (10 ml) was then added and the mixture stirred for 1 hour at room temperature. The mixture was then diluted with ethyl acetate (200 ml), washed twice with water (50 ml), and saturated aqueous sodium chloride solution (50 ml) and the organic layer dried over anhydrous sodium sulfate. The residue was purified by silica gel chromatography, eluting with ethyl acetate/hexanes (1:4) to afford 3-(5,6-dihydro-4H- pyrrolo [3,2,1-?)’] quinolin-l-yl)-4(lH-indol-3-yl) pyrrole-2, 5-dione as a bright red solid (1.2 g, 80 %). 1H NMR (CDCl3) 400 MHz delta: 8.5(brs, IH), 7.78(s, IH), 7.63(d, IH, J=2.8 Hz), 7.44(s, IH), 7.35(d, IH, J=8 Hz), 7.16(d, IH, J=8.4 Hz), 7.1 l(t, IH, J=7.6 Hz), 6.86 (t, IH, J=7.6 Hz), 6.80(d, IH, J=7.2 Hz),6.64(t, IH, J=8 Hz), 6.57(d, IH, J=8 Hz), 4.2(t, 2H, J=6 Hz), 2.96(t, 2H, J=6 Hz), 2.24(m, 2H).

As the paragraph descriping shows that 879-37-8 is playing an increasingly important role.

Reference：
Patent; ARQULE, INC.; WO2006/86484; (2006); 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.

14618-45-2, General procedure: One of compounds 3a-3f (20 mmol) was dissolved in DMF (10 mL). Trifluoroacetic anhydride (4.2 mL, 30 mmol) was added dropwise at 0C. After stirring for 3.5 h, water was added, the solid filtered off and treated with 20% NaOH (40 mL, 0.2 mol) at 55C overnight. Upon cooling down, the solution was extracted with Et2O. The aqueous phase was acidified with concentrated HCl and the residue was filtered off to give one of compounds 4a-4f. 1H-Indole-3-carboxylic acid (4a). White solid, yield 81%, mp 216-218C (214C [20]). 1H NMR spectrum, delta, ppm: 7.15 t (J = 8.0 Hz, 2H, ArH), 7.45 d (J = 8.0 Hz, 2H, ArH), 8.00 s (1H, CH-N), 11.81 s (1H, COOH), 11.93 s (1H, NH).

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

Reference：
Letter; Zhang; Xu; Wang; Kang; Russian Journal of General Chemistry; vol. 87; 12; (2017); p. 3006 – 3016;,
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