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The invention relates to an improved process for preparing [(1R),2S]-2-aminopropionic acid 2-[4-(4-fluoro-2-methyl-1H-indol-5-yloxy)-5-methylpyrrolo[2,1-f][1,2,4]triazin-6-yloxy]-1-methylethyl ester of the formula: Compound I has been shown to be useful for the treatment of certain types of cancer.

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Reference:
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

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Chemistry is an experimental science, Quality Control of: 4-Fluoro-5-hydroxy-2-methylindole, and the best way to enjoy it and learn about it is performing experiments.Introducing a new discovery about 288385-88-6, Name is 4-Fluoro-5-hydroxy-2-methylindole

The invention discloses the treatment of non-small cell lung cancer, renal cancer drug west neeb and intermediate preparation method, the treatment of non-small cell lung cancer, renal cancer drug west neeb of the chemical name is 4 – (4 – fluoro – 2 – methyl indole – 5 – yloxy) – 6 – methoxy – 7 – [3 – (pyrrolidine – 1 – yl) propoxy] quinazoline, structural formula is: ; The process of the invention has simple process, by condensation reaction so that the west neeb intermediate with 5 – hydroxy – 4 – fluoro – 2 – methyl indole synthesis west neeb, improves the atom economy, the selectivity of the reaction and controllability of operation, so that the preparation process of west neeb more controllable, improving the quality of products, promote the economic and technological development of the raw material. (by machine translation)

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Reference:
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

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A catalyst don’t appear in the overall stoichiometry of the reaction it catalyzes, Recommanded Product: 4-Fluoro-5-hydroxy-2-methylindole, but it must appear in at least one of the elementary reactions in the mechanism for the catalyzed reaction. 288385-88-6, Name is 4-Fluoro-5-hydroxy-2-methylindole, molecular formula is C9H8FNO. In a Patent, authors is £¬once mentioned of 288385-88-6

A west neeb synthesis of intermediates method (by machine translation)

The present invention relates to the field of drug synthesis, in particular to a method for synthesizing intermediate west neeb, the synthetic method comprises: adding to the flask in the amount of the reaction solvent, inert protective gas, phosphorus add a certain amount of 4 – chloro – 6 – methoxy 7 – benzyloxy – quinazoline, 4 – fluoro – 5 hydroxy – 2 – methyl indole and alkali, begins to stir, at a certain temperature for a period of time after the reaction, to obtain a reaction mixture, the reaction mixture cooling to room temperature, filter, collecting the filtrate, the filtrate is transferred to a 2 L in the high-pressure reactor, adding catalyst, hydrogen, begins to stir, reaction at certain temperature after a period of time, out of the reaction solution, the reaction solution is filtered, the filtrate is pressure reduced desolution, water rinsing, filtering, the filter cake is vacuum drying, to get the west neeb intermediate, its structural formula is as follows: The invention avoids the complicated synthetic intermediates of the separation process, the operation is simple, to further improve the yield, is convenient for the industrial scale production. (by machine translation)

Enzymes are biological catalysts that produce large increases in reaction rates and tend to be specific for certain reactants and products. I hope my blog about is helpful to your research. Recommanded Product: 4-Fluoro-5-hydroxy-2-methylindole

Reference£º
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

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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.288385-88-6,4-Fluoro-5-hydroxy-2-methylindole,as a common compound, the synthetic route is as follows.

The above product was mixed with DMAP (1.5 eq), 2-methyl-4-fluoro-5-hydroxyindole (WO0047212) (1 eq) in dioxane (20 ml). The reaction was refluxed for three days and diluted with EtOAc, water and extracted with EtOAc three times. The combined organic layer was washed with water, brine and dried. The solution was evaporated and purified with silica gel column to give the titled product (300 mg). Mass: (M+1), 451

288385-88-6, The synthetic route of 288385-88-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Advenchen Laboratories, LLC; US2008/227811; (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

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288385-88-6 4-Fluoro-5-hydroxy-2-methylindole 10352036, aindole-building-block compound, is more and more widely used in various fields.

288385-88-6, 4-Fluoro-5-hydroxy-2-methylindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 141.2: 4-[4-(4-Fluoro-2-methyl-1H-indol-5-yloxy)-1-(4-methoxy-benzyl)-1H-pyrrolo[2,3-d]pyrimidin-6-yl]-benzoic acid ethyl ester A mixture of 3.96 g (9.4 mMol) of 4-[4-chloro-1-(4-methoxy-benzyl)-1H-pyrrolo[2,3-d]pyrimidin-6-yl]-benzoic acid ethyl ester, 2.14 g (13 mMol) of 4-fluoro-5-hydroxy-2-methyl-1H-indole (preparation see WO 00/47212; Ex. 237) and 2.44 (17.7 mMol) of K2CO3 in 90 ml of DMF is heated for 9 h at 95 C. The reaction mixture is concentrated in vacuuo, the residue dissolved in EtOAc and water, the aqueous layer separated off and extracted twice with EtOAc. The organic layers are washed with water and brine, dried (Na2SO4) and concentrated. Column chromatography (SiO2, EtOAc/hexane 1:1) gives the title compound; TLC (EtOAc/hexane 1:1) Rf=0.24; MS-ES+: (M+H)+=551., 288385-88-6

288385-88-6 4-Fluoro-5-hydroxy-2-methylindole 10352036, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; Bold, Guido; Capraro, Hans-Georg; Caravatti, Giorgio; Traxler, Peter; US2004/248911; (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

Downstream synthetic route of 288385-88-6

The synthetic route of 288385-88-6 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.288385-88-6,4-Fluoro-5-hydroxy-2-methylindole,as a common compound, the synthetic route is as follows.

(5) 4-Chloro-6-methoxy-7-[3-(pyrrolidin-1-yl)propoxy]quinazoline 7 (37.78 g) obtained in step (4)7.12mol)An organic solvent, N,N-dimethylformamide (DMF) (250 ml), was added to the reaction vessel.After stirring,The catalyst potassium carbonate is added under heating in a water bath.5-Hydroxy-4-fluoro-2-methyl oxime 8 (30 g, 6.57 mol),Slowly increasing the temperature for the condensation reaction,After the end of the reaction, cool down to below 10C by cooling with an ice water bath.Slowly instill pure water and stir until the turbidity is suspended.After separation of the organic phase, the extract was extracted with an extraction agent isopropyl ether (240 ml) into the aqueous layer.After the phases are combined with the extracted organic phase, they are washed with pure water for four times, and finally the isopropyl ether of the extractant is recovered under reduced pressure to obtain 4-(4-Fluoro-).2-methylindol-5-yloxy)-6-methoxy-7-[3-(pyrrolidin-1-yl)propoxy]quinazoline 9 (55.2 g,9.6 mol)., 288385-88-6

The synthetic route of 288385-88-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Dong Dandan; (9 pag.)CN107935998; (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

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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.288385-88-6,4-Fluoro-5-hydroxy-2-methylindole,as a common compound, the synthetic route is as follows.

4-Chloro-7-benzyloxy-6-methoxy-quinoline (WO2008112407, 1.5 g) was mixed with DMAP (1.5 eq), 2-methyl-4-fluoro-5-hydroxyindole (WO0047212) (1 eq) in dioxane (20 ml). The reaction was refluxed for three days and diluted with EtOAc, water and extracted with EtOAc three times. The combined organic layer was washed with water, brine and dried. The solution was evaporated and purified with silica gel column to give 4-(4-fluoro-2-methyl-1H-indol-5-yloxy)-6-methoxy-7-benzyloxyquinoline (600 mg).

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Reference£º
Patent; CHEN, GUOQING PAUL; US2010/48599; (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

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288385-88-6, 4-Fluoro-5-hydroxy-2-methylindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

4-amino-6-chloro-pyrimidine-5-carbaldehyde Compound Ia (1.4 g), 4-fluoro-2- methyl-lH-indol-5-ol Compound Ib (1.3 g), Cs2CO3 (5.8 g) and DMSO (10 mL) were added to a flask.The mixture was stirred at rt for 2 hrs, then poured into water and extracted with EtOAc. The organic layer was separated, dried with MgSO4, then concentrated and the residue was purified by flash chromatography (CH2Cl2:MeOH/9.5:0.5) to afford 4- amino-6-(4-fluoro-2-methyl- 1 H-indol-5 -yloxy)-pyrimidine-5 -carbaldehyde Compound Ic (2.2 g, 94%) as a yellow solid. 1H NMR (400 MHz, DMSO-d6) delta 11.30 (s, IH),10.40 (s, IH), 8.55 (s, IH), 8.40 (s, IH), 8.10 (s, IH), 7.05 (d, IH), 6.85 (t, IH), 6.20 (s, IH), 2.40 (s, 3H). MS (ESI) m/z: 285 (M+H+).

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Reference£º
Patent; JANSSEN PHARMACEUTICA, N.V.; WO2007/109783; (2007); A2;,
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