Category: 1215767-89-7

Matsumoto, Jun et al. published their research in Chemistry – A European Journal in 2020 | CAS: 1215767-89-7

5-Bromo-1,3-dichloroisoquinoline (cas: 1215767-89-7) belongs to isoquinoline derivatives. Although isoquinoline derivatives can be synthesized by several methods, relatively few direct methods deliver the unsubstituted isoquinoline. Other industrial applications include their use as corrosion inhibitors, preservatives, and as solvents for resins and terpenes.Reference of 1215767-89-7

The Dimeric Form of 1,3-Diaminoisoquinoline Derivative Rescued the Mis-splicing of Atp2a1 and Clcn1 Genes in Myotonic Dystrophy Type 1 Mouse Model was written by Matsumoto, Jun;Nakamori, Masayuki;Okamoto, Tatsumasa;Murata, Asako;Dohno, Chikara;Nakatani, Kazuhiko. And the article was included in Chemistry – A European Journal in 2020.Reference of 1215767-89-7 The following contents are mentioned in the article:

Expanded CUG repeat RNA in the dystrophia myotonia protein kinase (DMPK) gene causes myotonic dystrophy type 1 (DM1) and sequesters RNA processing proteins, such as the splicing factor muscleblind-like 1 protein (MBNL1). Sequestration of splicing factors results in the mis-splicing of some pre-mRNAs. Small mols. that rescue the mis-splicing in the DM1 cells have drawn attention as potential drugs to treat DM1. Herein we report a new mol. JM642 consisted of two 1,3-diaminoisoquinoline chromophores having an auxiliary aromatic unit at the C5 position. JM642 alternates the splicing pattern of the pre-mRNA of the Ldb3 gene in the DM1 cell model and Clcn1 and Atp2a1 genes in the DM1 mouse model. In vitro binding anal. by surface plasmon resonance (SPR) assay to the r(CUG) repeat and disruption of ribonuclear foci in the DM1 cell model suggested the binding of JM642 to the expanded r(CUG) repeat in vivo, eventually rescue the mis-splicing. This study involved multiple reactions and reactants, such as 5-Bromo-1,3-dichloroisoquinoline (cas: 1215767-89-7Reference of 1215767-89-7).

5-Bromo-1,3-dichloroisoquinoline (cas: 1215767-89-7) belongs to isoquinoline derivatives. Although isoquinoline derivatives can be synthesized by several methods, relatively few direct methods deliver the unsubstituted isoquinoline. Other industrial applications include their use as corrosion inhibitors, preservatives, and as solvents for resins and terpenes.Reference of 1215767-89-7

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

 

Downstream synthetic route of 1215767-89-7

As the paragraph descriping shows that 1215767-89-7 is playing an increasingly important role.

1215767-89-7, 5-Bromo-1,3-dichloroisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step B: To 5 -bromo- 1,3-dichloroisoquinoline (1.5 g, 5.4 mmol) inMeOH (15 mL) was added 25% sodium methoxide/MeOH (1.4 mL, 6.4 mmol), and the mixture was heated at 70 C for 30 min. The mixture was allowed to cool, and then water was added. The solid was collected by filtration to afford crude 5-bromo-3- chloro-l-methoxyisoquinoline (2.3 g, quantitative) which was used without further purification. LC-MS (ESI) m/z 21 ‘4 (M+H)+., 1215767-89-7

As the paragraph descriping shows that 1215767-89-7 is playing an increasingly important role.

Reference：
Patent; AMBIT BIOSCIENCES CORPORATION; FARAONI, Raffaella; HADD, Michael, J.; HOLLADAY, Mark, W.; ROWBOTTOM, Martin; SETTI, Eduardo; WO2012/30944; (2012); A2;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

New learning discoveries about 1215767-89-7

As the paragraph descriping shows that 1215767-89-7 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.1215767-89-7,5-Bromo-1,3-dichloroisoquinoline,as a common compound, the synthetic route is as follows.

Step B. 5-Bromo-3-cMoro-l-methoxyisoqmnolme20 A mixture of 5-bromo-l,3-dichloroisoquinoline (580 mg, 2.1 mmol) and NaOMe (0.5 M in MeOH, 5.0 mL, 2.5 mmol) was heated at 7O0C for one hour. The mixture was poured into water then extracted with EtOAc. The organic layer was dried over Na2S O4, filtered, then concentrated to afford the title compound: 1H NMR (500 MHz, CDCl3): delta 8.23 (d, J = 9.0 Hz, 1 H), 7.96 (d, J – 7.5 Hz, 1 H); 7.65 (s, 1 H), 7.39 (t, J = 8.5 Hz, 1 H), 4.20 (s, 3 H). LC6: 3.8625 min. (M+H) 272. MRL DOB-00, 1215767-89-7

As the paragraph descriping shows that 1215767-89-7 is playing an increasingly important role.

Reference：
Patent; MERCK SHARP & DOHME CORP.; LIN, Songnian; STEVENSON, Christian, P.; PARMEE, Emma, R.; XU, Libo; LIAO, Xibin; METZGER, Edward; LIANG, Rui; ZHANG, Fengqi; STELMACH, John, E.; WO2010/30722; (2010); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Analyzing the synthesis route of 1215767-89-7

The synthetic route of 1215767-89-7 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.1215767-89-7,5-Bromo-1,3-dichloroisoquinoline,as a common compound, the synthetic route is as follows.

Compound lb (554 mg, 2.0 mmol) was taken up in a 2M ammonia solution in isopropanol (4 mL, 8 mmol) in a sealed microwave vessel. The reaction was heated at 170C by microwave for 2 hours. The reaction mixture was cooled down and diluted with water and dichioromethane. The organic layer was separated and washed twice with brine, dried over magnesium sulfate, filtered through a 2 cm layer of silica gel (which was washed with 5% methanol in dichloromethane). Combined organics were concentrated down under reduced pressure and the crude residue was treated with hexane in sonic bath for 2 minutes. Solid product was filtered off to afford title compound ic. ?H NMR (400 MHz, DMSO-d6) 6 8.24 (d, J= 8.4 Hz, IH), 8.00 (d, J= 7.5 Hz, IH), 7.60 (bs, 2H), 7.43 – 7.34 (m, IH), 7.00 (s, IH). LCMS (mlz) 257.2 [M+H], Tr 2.48 mm (LCMS method 1)., 1215767-89-7

The synthetic route of 1215767-89-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; GILEAD SCIENCES, INC.; JANSA, Petr; MACKMAN, Richard, L.; HU, Yunfeng, Eric; LANSDON, Eric; (81 pag.)WO2016/105534; (2016); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Downstream synthetic route of 1215767-89-7

As the paragraph descriping shows that 1215767-89-7 is playing an increasingly important role.

1215767-89-7, 5-Bromo-1,3-dichloroisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step B: To 5 -bromo- 1,3-dichloroisoquinoline (1.5 g, 5.4 mmol) inMeOH (15 mL) was added 25% sodium methoxide/MeOH (1.4 mL, 6.4 mmol), and the mixture was heated at 70 C for 30 min. The mixture was allowed to cool, and then water was added. The solid was collected by filtration to afford crude 5-bromo-3- chloro-l-methoxyisoquinoline (2.3 g, quantitative) which was used without further purification. LC-MS (ESI) m/z 21 ‘4 (M+H)+., 1215767-89-7

As the paragraph descriping shows that 1215767-89-7 is playing an increasingly important role.

Reference：
Patent; AMBIT BIOSCIENCES CORPORATION; FARAONI, Raffaella; HADD, Michael, J.; HOLLADAY, Mark, W.; ROWBOTTOM, Martin; SETTI, Eduardo; WO2012/30944; (2012); A2;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

New learning discoveries about 1215767-89-7

As the paragraph descriping shows that 1215767-89-7 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.1215767-89-7,5-Bromo-1,3-dichloroisoquinoline,as a common compound, the synthetic route is as follows.

Step B. 5-Bromo-3-cMoro-l-methoxyisoqmnolme20 A mixture of 5-bromo-l,3-dichloroisoquinoline (580 mg, 2.1 mmol) and NaOMe (0.5 M in MeOH, 5.0 mL, 2.5 mmol) was heated at 7O0C for one hour. The mixture was poured into water then extracted with EtOAc. The organic layer was dried over Na2S O4, filtered, then concentrated to afford the title compound: 1H NMR (500 MHz, CDCl3): delta 8.23 (d, J = 9.0 Hz, 1 H), 7.96 (d, J – 7.5 Hz, 1 H); 7.65 (s, 1 H), 7.39 (t, J = 8.5 Hz, 1 H), 4.20 (s, 3 H). LC6: 3.8625 min. (M+H) 272. MRL DOB-00, 1215767-89-7

As the paragraph descriping shows that 1215767-89-7 is playing an increasingly important role.

Reference：
Patent; MERCK SHARP & DOHME CORP.; LIN, Songnian; STEVENSON, Christian, P.; PARMEE, Emma, R.; XU, Libo; LIAO, Xibin; METZGER, Edward; LIANG, Rui; ZHANG, Fengqi; STELMACH, John, E.; WO2010/30722; (2010); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Downstream synthetic route of 1215767-89-7

As the paragraph descriping shows that 1215767-89-7 is playing an increasingly important role.

1215767-89-7, 5-Bromo-1,3-dichloroisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step B: To 5 -bromo- 1,3-dichloroisoquinoline (1.5 g, 5.4 mmol) inMeOH (15 mL) was added 25% sodium methoxide/MeOH (1.4 mL, 6.4 mmol), and the mixture was heated at 70 C for 30 min. The mixture was allowed to cool, and then water was added. The solid was collected by filtration to afford crude 5-bromo-3- chloro-l-methoxyisoquinoline (2.3 g, quantitative) which was used without further purification. LC-MS (ESI) m/z 21 ‘4 (M+H)+., 1215767-89-7

As the paragraph descriping shows that 1215767-89-7 is playing an increasingly important role.

Reference：
Patent; AMBIT BIOSCIENCES CORPORATION; FARAONI, Raffaella; HADD, Michael, J.; HOLLADAY, Mark, W.; ROWBOTTOM, Martin; SETTI, Eduardo; WO2012/30944; (2012); A2;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Analyzing the synthesis route of 1215767-89-7

The synthetic route of 1215767-89-7 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.1215767-89-7,5-Bromo-1,3-dichloroisoquinoline,as a common compound, the synthetic route is as follows.

Compound lb (554 mg, 2.0 mmol) was taken up in a 2M ammonia solution in isopropanol (4 mL, 8 mmol) in a sealed microwave vessel. The reaction was heated at 170C by microwave for 2 hours. The reaction mixture was cooled down and diluted with water and dichioromethane. The organic layer was separated and washed twice with brine, dried over magnesium sulfate, filtered through a 2 cm layer of silica gel (which was washed with 5% methanol in dichloromethane). Combined organics were concentrated down under reduced pressure and the crude residue was treated with hexane in sonic bath for 2 minutes. Solid product was filtered off to afford title compound ic. ?H NMR (400 MHz, DMSO-d6) 6 8.24 (d, J= 8.4 Hz, IH), 8.00 (d, J= 7.5 Hz, IH), 7.60 (bs, 2H), 7.43 – 7.34 (m, IH), 7.00 (s, IH). LCMS (mlz) 257.2 [M+H], Tr 2.48 mm (LCMS method 1)., 1215767-89-7

The synthetic route of 1215767-89-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; GILEAD SCIENCES, INC.; JANSA, Petr; MACKMAN, Richard, L.; HU, Yunfeng, Eric; LANSDON, Eric; (81 pag.)WO2016/105534; (2016); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

New learning discoveries about 1215767-89-7

As the paragraph descriping shows that 1215767-89-7 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.1215767-89-7,5-Bromo-1,3-dichloroisoquinoline,as a common compound, the synthetic route is as follows.

Step B. 5-Bromo-3-cMoro-l-methoxyisoqmnolme20 A mixture of 5-bromo-l,3-dichloroisoquinoline (580 mg, 2.1 mmol) and NaOMe (0.5 M in MeOH, 5.0 mL, 2.5 mmol) was heated at 7O0C for one hour. The mixture was poured into water then extracted with EtOAc. The organic layer was dried over Na2S O4, filtered, then concentrated to afford the title compound: 1H NMR (500 MHz, CDCl3): delta 8.23 (d, J = 9.0 Hz, 1 H), 7.96 (d, J – 7.5 Hz, 1 H); 7.65 (s, 1 H), 7.39 (t, J = 8.5 Hz, 1 H), 4.20 (s, 3 H). LC6: 3.8625 min. (M+H) 272. MRL DOB-00, 1215767-89-7

As the paragraph descriping shows that 1215767-89-7 is playing an increasingly important role.

Reference：
Patent; MERCK SHARP & DOHME CORP.; LIN, Songnian; STEVENSON, Christian, P.; PARMEE, Emma, R.; XU, Libo; LIAO, Xibin; METZGER, Edward; LIANG, Rui; ZHANG, Fengqi; STELMACH, John, E.; WO2010/30722; (2010); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Downstream synthetic route of 1215767-89-7

As the paragraph descriping shows that 1215767-89-7 is playing an increasingly important role.

1215767-89-7, 5-Bromo-1,3-dichloroisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step B: To 5 -bromo- 1,3-dichloroisoquinoline (1.5 g, 5.4 mmol) inMeOH (15 mL) was added 25% sodium methoxide/MeOH (1.4 mL, 6.4 mmol), and the mixture was heated at 70 C for 30 min. The mixture was allowed to cool, and then water was added. The solid was collected by filtration to afford crude 5-bromo-3- chloro-l-methoxyisoquinoline (2.3 g, quantitative) which was used without further purification. LC-MS (ESI) m/z 21 ‘4 (M+H)+., 1215767-89-7

As the paragraph descriping shows that 1215767-89-7 is playing an increasingly important role.

Reference：
Patent; AMBIT BIOSCIENCES CORPORATION; FARAONI, Raffaella; HADD, Michael, J.; HOLLADAY, Mark, W.; ROWBOTTOM, Martin; SETTI, Eduardo; WO2012/30944; (2012); A2;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem