Downstream synthetic route of 35320-67-3

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

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 2-chloro-N-[(3- fluorophenyl)methyl] -7,8-dihydro-5H-pyrano [4,3-d]pyrimidin-4-amine (350 mg, 1.19 mmol) in Dioxane (20 ml) were added 2-methyl-1H-indol-4-ol (193 mg, 1.31 mmol), Pd2dba3 (218 mg, 0.24 mmol), X-Phos (113 mg, 0.24 mmol) and Cs2CO3 (782 mg, 2.38 mmol). The black suspension was stirred at 100 oC for 3 h under N2. TLC showed the reaction was completed. The reaction was filtered through a pad of celite and the filtrate was diluted with EtOAc (50 mL) and H2O (20 mL). The aqueous layer was extracted with EtOAc (20 mL x 3), dried over Na2SO4 and concentrated in vacuo. The red oil was purified via silica gel column chromatography (hexane and ethyl acetate) to afford the desired product 1-(4-((3-fluorobenzyl)amino)-7,8-dihydro-5H-pyrano[4,3-d]pyrimidin- 2-yl)-2-methyl-1H-indol-4-ol (300 mg, 54%) as a yellow solid.

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

Brief introduction of 35320-67-3

The synthetic route of 35320-67-3 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.35320-67-3,2-Methyl-1H-indol-4-ol,as a common compound, the synthetic route is as follows.

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%).

The synthetic route of 35320-67-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Kelly, Martha; Lee, Younghee; Liu, Bin; Fujimoto, Ted; Freundlich, Joel; Dorsey, Bruce D.; Flynn, Gary A.; Husain, Arifa; US2006/270686; (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