Brief introduction of 724422-42-8

The synthetic route of 724422-42-8 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.724422-42-8,6-Bromo-2-methyl-3,4-dihydroisoquinolin-1(2H)-one,as a common compound, the synthetic route is as follows.,724422-42-8

6-bromo-2-methyl-3,4-dihydroisoquinolin-1-one (250 mg, 1.04 mmol), bis(pinacolato)diboron (397 mg, 1.56 mmol), potassium acetate (306 mg, 3.12 mmol) and 1,4-dioxane (10 mL) were degassed with bubbling nitrogen then [1,1′-bis(diphenylphosphino)ferrocene]palladium(II) chloride dichloromethane complex (85 mg, 0.10 mmol) was added and further 1,4-dioxane (10 mL). The resulting mixture was further degassed and then heated to 95 C for 18 h. The reaction mixture was allowed to cool to r.t., filtered through a plug of celite. Solvents were evaporated to afford crude 2-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroisoquinolin-1-one as a brown gum. UPLC-MS (ES+, Method A): 1.71 min, m/z 288.2 [M+H]+

The synthetic route of 724422-42-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; REDX PHARMA PLC; JONES, Clifford, D.; BUNYARD, Peter; PITT, Gary; BYRNE, Liam; PESNOT, Thomas; GUISOT, Nicolas, E.S.; (318 pag.)WO2019/145729; (2019); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Simple exploration of 724422-42-8

724422-42-8 6-Bromo-2-methyl-3,4-dihydroisoquinolin-1(2H)-one 66612874, 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.724422-42-8,6-Bromo-2-methyl-3,4-dihydroisoquinolin-1(2H)-one,as a common compound, the synthetic route is as follows.,724422-42-8

Step 2; Compound 27 was synthesized from Step 1, and 5-bromo-2-2-methyl-2H-1,2,3,4-tetrahydroisoquinolin-1-one was synthesized using a method described in United States Patent Application Publication No. 2006/0063799. To a solution of Compound 27 (10 g, 38.7 mmol) and 5-bromo-2-2-methyl-2H-1,2,3,4-tetrahydroisoquinolin-1-one (10.23 g, 42.6 mmol) in 1,2-dimethoxyethane (150 mL), tris(dibenzylideneacetone)dipalladium (1.77 g, 1.93 mmol), dicyclohexyl(2′,4′,6′-triisopropylbiphenyl-2-yl)phosphine (3.69 g, 7.74 mmol), and potassium phosphate (11.51 g, 54.2 mmol) were added. The mixture was then heated at reflux under flow of nitrogen for 2 hours. After cooling to room temperature, tris(dibenzylideneacetone)dipalladium (1.77 g, 1.93 mmol) and dicyclohexyl(2′,4′,6′-triisopropylbiphenyl-2-yl)phosphine (3.69 g, 7.74 mmol) were added thereto. The mixture was refluxed under flow of nitrogen for 1 hour. After cooling to room temperature, the reaction mixture was filtered. The residue was washed sequentially with 1,2-dimethoxyethane and water, air-dried, and then dried in vacuo at 70C to yield crude product 28 (14.4 g). LC-MS (Method C): 1.82 min, [M+H]+ = 418 1H-NMR (DMSO-d6) delta: 10.04 (1H, s), 7.88-7.80 (1H, m), 7.45-7.30 (5H, m), 6.98-6.92 (1H, m), 6.85-6.80 (1H, m), 6.11 (1H, s), 5.14 (2H, s), 4.44-4.32 (2H, m), 4.28-4.19 (2H, m), 3.56-3.47 (2H, m), 3.03-2.96 (5H, m).

724422-42-8 6-Bromo-2-methyl-3,4-dihydroisoquinolin-1(2H)-one 66612874, aisoquinoline compound, is more and more widely used in various fields.

Reference:
Patent; Shionogi & Co., Ltd.; EP2426135; (2012); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

New learning discoveries about 724422-42-8

As the paragraph descriping shows that 724422-42-8 is playing an increasingly important role.

724422-42-8, 6-Bromo-2-methyl-3,4-dihydroisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,724422-42-8

A mixture of 6-bromo-2-methyl-3,4-dihydroisoquinolin-1-one (1 g, 0.00418 mol), bis(pinacolato)diboron (1.59 g, 0.00627 mol) and potassium acetate (1.2 g, 0.0125 mol) were dissolved in DMF (15 mL) and the mixture was degassed with nitrogen for 15 min. Then, a catalytic amount of PdCl2(dppf).CH2Cl2 (0.17 g, 0.0002 mol) was added and purging with nitrogen continued for 5 min. Then the mixture was heated at 80 C. for 2 h. The reaction was monitored by TLC and 1HNMR. After completion of reaction, the mixture was diluted with water (50 mL) and extracted with EtOAc (2*100 mL). The combined organic layer was washed with water (2*50 mL) and brine (50 mL). The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure to obtain a crude product, which was purified by chromatography using eluent 40% EtOAc in hexane to obtain 2-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroisoquinolin-1-one (890 mg) as a light yellow oil.

As the paragraph descriping shows that 724422-42-8 is playing an increasingly important role.

Reference:
Patent; Medivation Technologies LLC; Pujala, Brahmam; Jangir, Ramniwas; Guguloth, Rambabu; Shinde, Bharat Uttam; Rai, Roopa; Pham, Son Minh; Bernales, Sebastian; Lindquist, Jeffrey; Guha, Mausumee; Kallem, Satyanarayana; Bhatt, Bhawana; Bhagwat, Vikas Ramdas; (162 pag.)US2018/51013; (2018); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

New learning discoveries about 724422-42-8

As the paragraph descriping shows that 724422-42-8 is playing an increasingly important role.

724422-42-8, 6-Bromo-2-methyl-3,4-dihydroisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,724422-42-8

To a solution of compound 64.3 (0.25 g, 1.04 mmol, 1.0 eq) in toluene (1.0 mL) was added benzophenonimine (0.21 g, 1.14 mmol, 1.1 eq) and NaOBut (0.15 g, 1.56 mmol, 1.5 eq). The mixture was degassed for 10 minutes using argon, then Pd2(dba)3 (0.009 g, 0.01 mmol, 0.01 eq) and BINAP (0.029 g, 0.052 mmol, 0.05 eq) were added. The reaction was then heated at 100 C. for 8 hours. After completion, reaction mixture was poured into water and product was extracted with EtOAc. Organic layers were combined, washed with brine, dried over Na2SO4 and concentrated under reduced pressure to obtain crude material. The crude was purified by column chromatography to provide 64.4 (0.04 g, 21.8%). MS(ES): m/z 176.22 [M+H]+.

As the paragraph descriping shows that 724422-42-8 is playing an increasingly important role.

Reference:
Patent; Nimbus Lakshmi, Inc.; Dahlgren, Markus; Greenwood, Jeremy Robert; Harriman, Geraldine C.; Kennedy-Smith, Joshua Jahmil; Masse, Craig E.; Romero, Donna L.; Shelley, Mee; Wester, Ronald T.; (131 pag.)US2016/251376; (2016); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem