Category: 35320-67-3

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.35320-67-3,2-Methyl-1H-indol-4-ol,as a common compound, the synthetic route is as follows.

(a) Trifluoro-methanesulfonic acid 1-(tert-butyl-dimethyl-silanyl)-2-methyl-1H-indol-4-yl ester. 4-Hydroxy-2-methylindole (1.00 g, 6.79 mmol) was taken up in dry CH2Cl2 (10 mL). Triethylamine (1.40 mL, 12.2 mmol) was added and the solution was cooled to 0 C. in an ice bath. A solution of trifluoromethanesulfonic acid anhydride (1.23 mL, 7.47 mmol) in CH2Cl2 (2 mL) was added drop-wise. The reaction mixture was stirred for 10 min at 0 C. and was diluted with CHCl3 and extracted with sat. K2CO3. The organic layer was dried over K2CO3, filtered and concentrated under reduced pressure. The residue was taken up in dry THF (3 mL) and sodium hydride (60% dispersion, 360 mg, 9.00 mmol) was added portion wise. After the hydrogen evolution had ceased, a solution of tert-butyldimethylsilyl chloride (1.13 g, 7.50 mmol) in dry THF (2 mL) was added and the mixture was stirred overnight at room temperature. The reaction mixture was diluted with CH2Cl2 (20 mL), washed with sat. NH4Cl solution (10 mL), dried (Na2SO4), filtered and concentrated to provide the crude product. Flash chromatography (SiO2, AcOEt/heptane 1:50) gave pure trifluoro-methanesulfonic acid 1-(tert-butyl-dimethyl-silanyl)-2-methyl-1H-indol-4-yl ester (1.70 g, 64%).

35320-67-3, As the paragraph descriping shows that 35320-67-3 is playing an increasingly important role.

Reference£º
Patent; Locus Pharmaceuticals, Inc.; US2008/280891; (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.35320-67-3,2-Methyl-1H-indol-4-ol,as a common compound, the synthetic route is as follows.

EXAMPLE 11.12a: COMPOUND (5-33)[00434] 2,2′-(1,1 “-(12,12′-(1,2-phenylenebis(oxy))bis(dodecane-12,1 -diyl))bis(3-(2- amino-2-oxoacetyl)-2-methyl-1H-indole-4,1-diyl))bis(oxy)bis(3-methylbutanoic acid) (ILY-V-33) Hydroxy indole 1 (1 mmol) and tert-butyl 2-bromo-3-methylbutanoate (1 mmol) is dissolved in 10 mL acetone. To this solution at room temperature is added anhydrous potassium carbonate (2 mmol) and the stirred mixture is refluxed for 12 hours. The solid is removed by filtration and followed by column chromatography to give 2., 35320-67-3

35320-67-3 2-Methyl-1H-indol-4-ol 590225, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; ILYPSA, INC.; WO2007/56279; (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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.35320-67-3,2-Methyl-1H-indol-4-ol,as a common compound, the synthetic route is as follows.

To a stirred solution of N-benzyl-2-chloro-5,6,7,8-tetrahydropyrido[2,3- d]pyrimidin-4-amine (150 mg, 0.548 mmol) in anhydrous dioxane (20 mL) were added 2-methyl-1H-indol-4-ol (80 mg, 0.55 mmol), Pd2(dba)3 (100 mg, 0.11 mmol), X-Phos (52 mg, 0.11 mmol) and Cs2CO3 (357 mg, 1.09 mmol). The reaction suspension was stirred at 100 oC for 2 hrs under N2. The inorganic salt and catalyst was removed via filtration. The filtrate was concentrated in vacuo. And the residue was purified via silica gel column (hexane/ethyl acetate) to afford 1-[4-(benzylamino)-5,6,7,8-tetrahydroquinazolin-2-yl]-2-methyl-indol-4- ol (120 mg, 51.3%) as yellow solid. LCMS (M+H+) m/z: Calcd: 385.20; Found: 385.2., 35320-67-3

As the paragraph descriping shows that 35320-67-3 is playing an increasingly important role.

Reference£º
Patent; CLEAVE BIOSCIENCES, INC.; ZHOU, Han-Jie; WUSTROW, David; (498 pag.)WO2016/200840; (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.35320-67-3,2-Methyl-1H-indol-4-ol,as a common compound, the synthetic route is as follows.

Reference example19 2-methyl-1H-indol-4-yloxyphenylmethyl acetic acid benzyl ester Under argon gas, potassium carbonate (2.14g) and bromoacetic acid benzyl (1.08ml) were added to N, N-dimethyl formamide (10ml) solution containing 4-hydroxy-2-methyl-1H-indole (612mg), which was stirred at 60C for 1hour.. water was added to the reactive mixture, which was extracted by ethyl acetate.. The organic layer was sequentially washed with water and saturated brine, and then dried by anhydrous sodium sulfate.. The residue obtained by removal of the solvent was recrystallized by ethylacetate-hexane to give a title compound (1.3g) having the following physical properties. TLC:Rf 0.45 (hexane: ethyl acetate=7:3); NMR(CDCl3):delta 7.87 (brs, 1H), 7.40-7.30 (m, 5H), 7.01-6.94 (m, 2H), 6.44-6.36 (m, 2H), 5.25 (s, 2H), 4.80 (s, 2H), 2.43 (s, 3H)., 35320-67-3

35320-67-3 2-Methyl-1H-indol-4-ol 590225, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; ONO PHARMACEUTICAL CO., LTD.; EP1424325; (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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.35320-67-3,2-Methyl-1H-indol-4-ol,as a common compound, the synthetic route is as follows.,35320-67-3

To a stirred solution of 2-chloro-N-[(3- fluorophenyl)methyl]-6,7-dihydro-5H-pyrano[2,3-d]pyrimidin-4-amine (7 g, 23.83 mmol) in anhydrous dioxane (140 mL) were added 2-methyl-1H-indol-4- ol (3.5 g, 23.83 mmol), Pd2dba3 (2.9 g, 2.38 mmol), X-Phos (2.3 g, 4.77 mmol) and Cs2CO3 (15.5 g, 47.66 mmol). The suspension was refluxed under N2 for 2 h. LCMS showed the reaction was completed. The mixture was filtered through a pad of celite, and the filter cake was washed with EtOAc (200 mL x 2). The organics were combined and concentrated in vacuo. The red residue was solidified by MTBE and EtOAc (100 mL/20 mL), the solid was collected by filtration and dried in vacuo to afford the product (7.5 g, 77%) as a brown solid. The filtrate was concentrated in vacuo and purified by silica gel column (hexane and ethyl acetate) to afford the 2nd fraction product (1.5 g) as a brown solid. LCMS (M+H+) m/z: Calcd: 405.1; Found: 405.1.

35320-67-3 2-Methyl-1H-indol-4-ol 590225, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; CLEAVE BIOSCIENCES, INC.; ZHOU, Han-Jie; WUSTROW, David; (498 pag.)WO2016/200840; (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

35320-67-3, 2-Methyl-1H-indol-4-ol is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred solution of 2-methyl-1H-indol-4-ol (200 mg, 1.36 mmol) in anhydrous dioxane (50 mL) were added N-benzyl-2-chloro-7,8-di -hydro-5H- pyrano[4,3-d]pyrimidin-4-amine (374 mg,1.36 mmol), Pd2dba3 (248 mg, 0.27 mmol), X-Phos (129 mg, 0.27 mmol) and Cs2CO3 (891 mg, 2.72 mmol). The resulting suspension was stirred at 100 oC under N2 for 3 hrs. The reaction was filtered to remove Cs2CO3 and catalyst. The filtrate was concentrated in vacuo to give a brown oil. The crude was purified via silica gel column (hexane/ethyl acetate) to afford 1-[4-(benzylamino)-7,8-dihydro-5H-pyrano[4,3-d]pyrimidin-2- yl]-2-methyl-indol-4-ol (300 mg, 45.7%) as an orange solid. LCMS (M+H+) m/z: Calcd: 387.15; Found: 387.2., 35320-67-3

35320-67-3 2-Methyl-1H-indol-4-ol 590225, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; CLEAVE BIOSCIENCES, INC.; ZHOU, Han-Jie; WUSTROW, David; (498 pag.)WO2016/200840; (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