Month: March 2022

1186663-64-8, 3-Bromo-1H-indole-4-carbonitrile is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1186663-64-8, Step 2: Preparation of Intermediate 3-Bromo-1-methyl-1H-indole-4-carbonitrile (I-146b)3-Bromo-1H-indole-4-carbonitrile (I-146a: 500 mg, 2.272 mmol) was added dropwise to a stirred mixture of NaH (0.218 g, 9.0833 mmol) in dry DMF (15 mL) at 0 C. over a period of 10 minutes. This was followed by the addition of methyl iodide and the resulting mixture was stirred at 0 C. for 2 hours. The reaction was monitored by TLC (10% ethylacetate in hexane). The reaction mixture was quenched with ice water; the precipitate formed was collected and dried to afford 0.400 g of the crude product.1H NMR (CDCl3, 300 MHz): delta 7.8-7.0 (m, 4H), 3.82 (s, 3H)

As the paragraph descriping shows that 1186663-64-8 is playing an increasingly important role.

Reference：
Patent; Novartis AG; US2010/331326; (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

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

General procedure for preparation of XY; A solution of XInt01 (1 eq), K2CO3 (5 eq) and alkyl halides Y such as methyl iodide, ethyl iodide, n-propyl bromide, iso-propyl bromide, n-butyl bromide, isobutyl bromide (1.5 eq, 1 h) or O-t-butyldimethylsilyl-2-chloroethanol (10 eq, 24 h) or O-t-butyldimethylsilyl-2-chloropropanol in acetone was stirred and heated to reflux. After completion of the reaction (monitored by thin layer chromatography (TLC)), the mixture was concentrated in vacuo and the residue treated with dichloromethane. The insoluble impurities were removed by filtration and the filtrate was concentrated to afford compound XY (60-95% yield).; Example 6; N-(cyclopentylmethyl)-1-methyl-1H-indole-3-carboxamide; Synthesised according to the procedure disclosed in Example 1 where X is indole, Y is methyl iodide and Z is cyclopentylmethyl amine. Formula: C16H20N2O; Molecular Weight: 256.3; Mass/charge ratio: 256.2 (100.0%), 257.2 (18.3%), 258.2 (1.8%); Elemental analysis: C, 74.97; H, 7.86; N, 10.93; O, 6.24., 14618-45-2

The synthetic route of 14618-45-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; AFFECTIS PHARMACEUTICALS AG; US2009/312366; (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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.227960-12-5,Methyl 5-methylindole-3-carboxylate,as a common compound, the synthetic route is as follows.

Description 20Methyl 5-methyl-1 -(2-methylpropyl)-1 H-indole-3-carboxylate (D20)Methyl 5-methyl-IH-indole-S-carboxylate (may be prepared as described in D19) dissolved in DMF. K2CO3 and isobutyl bromide added and mixture heated at 6O0C. Further isobutyl bromide added after ~8h, 24.5h and 3Oh. Reaction stopped after 32h. Partitioned between H2O and Et2O. Layers separated and aqueous phase extracted further with Et2O. Organic layers combined, dried (Na2SO4), filtered and cone, to give a brown oil which was purified by chromatography on silica gel with hexane + EtOAc (5-30%) as eluent to give the title compound (1.107Og). LCMS Rt 3.41 min [ES+] 246., 227960-12-5

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

Reference：
Patent; GLAXO GROUP LIMITED; WO2008/6794; (2008); 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.399-51-9,6-Fluoro-1H-indole,as a common compound, the synthetic route is as follows.

A 250 L reactor was charged with approx. 40% aq. dimethylamine (35.7 kg, 317 mol) at approx. 17C. under an inert atmosphere. The mixture was cooled to approx. 4.5 C. and glacial acetic acid (43.4kg, 723 mol) was added dropwise over 140 mm while maintaining the temperature at approx. 15 C. Afier stirring for 20 mm at about 3 C., 37% aqueous formaldehyde (25.9 kg, 319 mol) was slowly added over about 20 mm while keeping the temperature between approx. 0C. to approx. 10C. 6-Fluoroindole (39.2kg, 290 mol) was added. The reaction was exothermic and reached a final temperature of approx. 40 C., and it was then cooled down to approx. 20 C. The reaction solution was slowly added to a 650 L reactor previously charged with aq. NaOH (3 M) over a period of approx. 40 mm. The formed suspension was stirred for approx. 40 mm while keeping the temperature between 5 to 20C. The precipitate was filtered from solution, washed with water on the filter, and dried at approx. 50 C. to afford Compound (II) (45.4 kg, 8 1%).

399-51-9, As the paragraph descriping shows that 399-51-9 is playing an increasingly important role.

Reference：
Patent; H. Lundbeck A/S; JACOBSEN, Mikkel Fog; NIELSEN, Ole; (16 pag.)US2016/168089; (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

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