Some tips on 147497-32-3

147497-32-3 6-Bromo-3,4-dihydroisoquinolin-1(2H)-one 21865450, aisoquinoline compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.147497-32-3,6-Bromo-3,4-dihydroisoquinolin-1(2H)-one,as a common compound, the synthetic route is as follows.

Example 104 Preparation of 6-bromo-3,4-dihydro-2-(2-tetrahydro-2H-pyran-2-yloxy)ethyl)iso-quinolin-1-one A solution of 6-bromo-3,4-dihydroisoquinolin-1-one (0.36 g, 1.6 mmol) in DMF at 0 C. was treated with sodium hydride (60% dispersion in mineral oil, 0.15 g, 4 mmol), stirred for 1 h, treated with 2-(2-bromoethoxy)tetrahydro-2H-pyran (0.26 mL, 1.7 mmol), allowed to warm to room temperature, stirred overnight, diluted with water and extracted with EtOAc. The combined extracts were washed with water and brine, dried over Na2SO4 and concentrated in vacuo. The residue was purified by flash chromatography (silica, petroleum ether/ethyl acetate 2:8) to afford the title compound in 87% yield. 1H NMR (300 MHz, CDCl3): 7.92 (d, J=8.1 Hz, 1H); 7.46 (d, J=8.1 Hz, 1H); 7.27 (s, 1H); 4.59 (bs, 1H); 4.02-3.41 (m, 6H); 3.02-2.90 (m, 2H); 1.89-1.39 (m, 8H). LCMS (ESI) m/z 355.5 [M+H]+., 147497-32-3

147497-32-3 6-Bromo-3,4-dihydroisoquinolin-1(2H)-one 21865450, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Wyeth; US2009/69300; (2009); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Some tips on 147497-32-3

147497-32-3 6-Bromo-3,4-dihydroisoquinolin-1(2H)-one 21865450, aisoquinoline compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.147497-32-3,6-Bromo-3,4-dihydroisoquinolin-1(2H)-one,as a common compound, the synthetic route is as follows.

Example 104 Preparation of 6-bromo-3,4-dihydro-2-(2-tetrahydro-2H-pyran-2-yloxy)ethyl)iso-quinolin-1-one A solution of 6-bromo-3,4-dihydroisoquinolin-1-one (0.36 g, 1.6 mmol) in DMF at 0 C. was treated with sodium hydride (60% dispersion in mineral oil, 0.15 g, 4 mmol), stirred for 1 h, treated with 2-(2-bromoethoxy)tetrahydro-2H-pyran (0.26 mL, 1.7 mmol), allowed to warm to room temperature, stirred overnight, diluted with water and extracted with EtOAc. The combined extracts were washed with water and brine, dried over Na2SO4 and concentrated in vacuo. The residue was purified by flash chromatography (silica, petroleum ether/ethyl acetate 2:8) to afford the title compound in 87% yield. 1H NMR (300 MHz, CDCl3): 7.92 (d, J=8.1 Hz, 1H); 7.46 (d, J=8.1 Hz, 1H); 7.27 (s, 1H); 4.59 (bs, 1H); 4.02-3.41 (m, 6H); 3.02-2.90 (m, 2H); 1.89-1.39 (m, 8H). LCMS (ESI) m/z 355.5 [M+H]+., 147497-32-3

147497-32-3 6-Bromo-3,4-dihydroisoquinolin-1(2H)-one 21865450, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Wyeth; US2009/69300; (2009); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Downstream synthetic route of 147497-32-3

As the paragraph descriping shows that 147497-32-3 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.147497-32-3,6-Bromo-3,4-dihydroisoquinolin-1(2H)-one,as a common compound, the synthetic route is as follows.

R31 (500 mg, 2.2 mmol) in DMF (3 mL) is cooled down to 0 C. Under argon atmosphere NaH (60%, 121 mg, 3.0 mmol) is added and stirred for 20 min. Then methyl iodide (0.275 mL, 4.4 mmol) is added and the mixture is stirred for additional 1 h at 0 C. Ice water is added to the reaction mixture and the precipitate is filtered by suction and dried at 50 C. in the vacuum oven for 12 h. Yield 73%, m/z 240/242 [M+H]+, rt 0.89 min, LC-MS Method V012_S01., 147497-32-3

As the paragraph descriping shows that 147497-32-3 is playing an increasingly important role.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ANDERSKEWITZ, Ralf; BINDER, Florian; GRAUERT, Matthias; GRUNDL, Marc; HAEBEL, Peter Wilhelm; OOST, Thorsten; PAUTSCH, Alexander; PETERS, Stefan; VINTONYAK, Viktor; US2014/275025; (2014); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Simple exploration of 147497-32-3

147497-32-3 6-Bromo-3,4-dihydroisoquinolin-1(2H)-one 21865450, aisoquinoline compound, is more and more widely used in various.

147497-32-3, 6-Bromo-3,4-dihydroisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE11; Step 11A;: A mixture of 6-bromo-3,4-dihydro-2H-isoquinolin-1-one (250 mg, 1.11 mmol), 4-trifluoromethyl-phenyl-boronic acid (251 mg, 1.33 mmol), 2 M aqueous sodium carbonate (1.10 mL), toluene (6 mL), ethanol (2 mL) and water (1 mL) was purged with nitrogen for 5 minutes. Palladium-tetrakis (triphenylphosphine) (64 mg, 0.055 mmol) was added and the mixture was heated with stirring at 80 C in a sealed pressure vessel for 19 h. Water (1 mL) was added and the reaction mixture was extracted with ethyl acetate (3 x 5 mL). The combined organic fractions were rinsed with water (10 mL) and concentrated in vacuo to give 475 mg of a light orange solid. Chromatography (silica gel 4: 96: 0.5, methanol: CH2Cl2: NH40H) afforded 189 mg (59 %) of lla as an off-white solid. LC-MS 292.0 (MH+).

147497-32-3 6-Bromo-3,4-dihydroisoquinolin-1(2H)-one 21865450, aisoquinoline compound, is more and more widely used in various.

Reference£º
Patent; NEUROCRINE BIOSCIENCES, INC.; WO2005/103039; (2005); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Downstream synthetic route of 147497-32-3

As the paragraph descriping shows that 147497-32-3 is playing an increasingly important role.

147497-32-3, 6-Bromo-3,4-dihydroisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of the title A compound, 6-BROMO-3, 4-DIHYDRO-2H-ISOQUINOLIN-1-ONE (570 mg, 2.52 mmol) and benzyl bromide (390 UL, 3.28 mmol) in 10 mL of DMF is added sodium hydride (131 mg, 3.28 MMOL), and the reaction is stirred at RT for 3 h. The reaction is quenched with 1 N aqueous HCI, and the product is taken up in EtOAc. The organic solution is washed with water and brine, dried over anhydrous NA2SO4 and concentrated : Chromatography on silica (eluent : EtOAc/hexane – 1) affords 2-BENZYL-6-BROMO-3, 4-dihydro- 2H-isoquinolin-1-one.

As the paragraph descriping shows that 147497-32-3 is playing an increasingly important role.

Reference£º
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2004/65351; (2004); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Simple exploration of 147497-32-3

147497-32-3 6-Bromo-3,4-dihydroisoquinolin-1(2H)-one 21865450, aisoquinoline compound, is more and more widely used in various.

147497-32-3, 6-Bromo-3,4-dihydroisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

b) Compound B (0.5 g, 2.21 mmol) was dissolved in dry DMF (3 mL) and 60% sodium hydride was added on ice bath(1.76 g, 4.42 mmol), stirred for 30 minutes, and added methyl 4-bromomethyl benzoate (0.557 g, 2.23 mmol).Stir at room temperature for 1 hour, pour into 100 mL crushed ice, extract with ethyl acetate (100 mL*3), combine the organic layers, and in turn water100 mL of 100 mL of saturated brine was extracted and dried over anhydrous sodium sulfate. The residue was purified by flash silica gel column chromatography usingElution with oleyl ether/ethyl acetate (V/V=5:1) gave compound C (0.74 g) as a pale yellow solid with a yield of 90%.

147497-32-3 6-Bromo-3,4-dihydroisoquinolin-1(2H)-one 21865450, aisoquinoline compound, is more and more widely used in various.

Reference£º
Patent; Chinese Academy Of Sciences Shanghai Pharmaceutical Institute; Shen Jingkang; Xiong Bing; Zhao Lele; Li Jia; Geng Meiyu; Ma Lanping; Chen Danqi; Su Mingbo; Zhou Yubo; Hu Xiaobei; Liu Hongchun; Shen Aijun; (54 pag.)CN107879975; (2018); A;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Downstream synthetic route of 147497-32-3

As the paragraph descriping shows that 147497-32-3 is playing an increasingly important role.

147497-32-3, 6-Bromo-3,4-dihydroisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

REFERENCE EXAMPLE 20; 6-Amino-2-isopropyl-3,4-dihydroisoqui?oli?-1(2H)-one; a) 6-Bromo-2-isopropyl”3s4-dihydroisoquinoSin-1 (2H)-one; 0.26 mL (2.76 mmoi) of 2-bromopropane, and 88 mg (2.2 mmol) of NaH were added to a solution of 6-bromo-3,4-dihydroisoquinoiin-1 (2H)-one (250 mg, 1.10 mmol) in DMF (2 mL). The reaction mixture was stirred at 100 0C overnight. The crude product was diluted with H2O and extracted thrice with EtOAc. The combined organic phases were separated, dried over Na2SO4 and the solvent was evaporated. The crude product thus obtained was purified by column chromatography over silica gel, using hexane/EtOAc mixtures of increasing polarity as eluent, and 87 mg of the desired compound were obtained (yield: 29%).

As the paragraph descriping shows that 147497-32-3 is playing an increasingly important role.

Reference£º
Patent; PALAU PHARMA, S.A.; SALAS SOLANA, Jorge; ALMANSA ROSALES, Carmen; SOLIVA SOLIVA, Robert; FONTES USTRELL, Montserrat; COMELLES ESPUGA, Josep; WO2010/34740; (2010); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem