Category: 104704-40-7

104704-40-7, 4-Bromo-1-methylisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example No. 130: Preparation of Compound No. 164[0418] A solution of 2, 8-dimethyl-2, 3, 4, 5-tetrahydro- lH-pyrido[4,3-b]indole (310 mg, 1.55 mmol), K3P04 (0.985 g, 4.65 mmol), Cul (29.4 mg, 0.15 mmol), L-proline (35.6 mg, 0.31 mmol) and 4-bromo-l-methylisoquinoline (0.520 g, 2.35 mmol) in dry DMF (3 mL) was stirred at RT for 10 min and then at 150 C for 16h. Water (50 mL) was added to the reaction mixture and then extracted with EtOAc (150 mL). The organic layer was washed with water (6×30 mL), dried over anhydrous sodium sulfate and evaporated to afford crude material, which was purified by reverse phase HPLC to yield 2,8-dimethyl-5-(l-methylisoquinolin-4-yl)-2,3,4,5-tetrahydro- lH-pyrido[4,3-b]indole as the TFA salt. 1H NMR (CD3OD, TFA salt) delta (ppm): 8.6-8.74 (m,2H), 8.0 (m, 2H), 7.41 (s, IH), 7.38 (bs, IH), 7.0 (d, IH), 6.8 (bs, IH), 4.8 (bs, IH), 4.5 (bs, IH), 3.8 (bs, IH), 3.6 (bs, IH), 3.3 (s, 3H), 3.18 (s, 3H), 3.0 (bs, IH), 2.82 (bs, IH), 2.41 (s, 3H)., 104704-40-7

As the paragraph descriping shows that 104704-40-7 is playing an increasingly important role.

Reference：
Patent; MEDIVATION TECHNOLOGIES, INC.; PROTTER, Andrew, Asher; CHAKRAVARTY, Sarvajit; WO2012/112962; (2012); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.104704-40-7,4-Bromo-1-methylisoquinoline,as a common compound, the synthetic route is as follows.

Example No. 130Preparation of Compound No. 164[0427] A solution of 2, 8-dimethyl-2, 3, 4, 5-tetrahydro-lH-pyrido[4,3-b]indole (310 mg, 1.55 mmol), K3P04 (0.985 g, 4.65 mmol), Cul (29.4 mg, 0.15 mmol), L-proline (35.6 mg, 0.31 mmol) and 4-bromo-l-methylisoquinoline (0.520 g, 2.35 mmol) in dry DMF (3 mL) was stirred at RT for 10 min and then at 150 C for 16h. Water (50 mL) was added to the reaction mixture and then extracted with EtOAc (150 mL). The organic layer was washed with water (6×30 mL), dried over anhydrous sodium sulfate and evaporated to afford crude material, which was purified by reverse phase HPLC to yield 2,8-dimethyl-5-(l-methylisoquinolin-4- yl)-2,3,4,5-tetrahydro-lH-pyrido[4,3-b]indole as the TFA salt. 1H NMR (CD3OD, TFA salt) d (ppm): 8.6-8.74 (m, 2H), 8.0 (m, 2H), 7.41 (s, IH), 7.38 (bs, IH), 7.0 (d, IH), 6.8 (bs, IH), 4.8 (bs, IH), 4.5 (bs, IH), 3.8 (bs, IH), 3.6 (bs, IH), 3.3 (s, 3H), 3.18 (s, 3H), 3.0 (bs, IH), 2.82 (bs, IH), 2.41 (s, 3H)., 104704-40-7

104704-40-7 4-Bromo-1-methylisoquinoline 613570, aisoquinoline compound, is more and more widely used in various fields.

Reference：
Patent; MEDIVATION TECHNOLOGIES, INC.; CHAKRAVARTY, Sarvajit; HART, Barry, Patrick; JAIN, Rajendra, Parasmal; WO2011/103430; (2011); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

104704-40-7, 4-Bromo-1-methylisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Prepared by reacting 4-bromo-1-methyl-isoquinoline with lithium-triisopropoxy-2-pyridinyl-boronate in the presence of tetrakis(triphenylphosphine)palladium, triphenylphosphine, sodium carbonate and copper(I)iodide in 1,4-dioxane at reflux temperature. Rf value: 0.22 (silica gel, methylene chloride/methanol=95:5) Mass spectrum (ESI+): m/z=221 [M+H]+, 104704-40-7

The synthetic route of 104704-40-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Boehringer Ingelheim International GmbH; US2005/234108; (2005); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.104704-40-7,4-Bromo-1-methylisoquinoline,as a common compound, the synthetic route is as follows.

A mixture consisting of 4-bromo-1-methylisoquinoline (800 mg, 3.60 mmol), (diphenylmethylene)hydrazine (707 mg, 3.60 mmol), BINAP (224 mg, 0.360 mmol), palladium(II) acetate (80.9 mg, 0.360 mmol), t-BuONa (1.04 g, 10.8 mmol), and 1,4-dioxane (20 mL) was stirred at 100 C. for 16 h before cooling to room temperature. The suspension was filtered though a pad of diatomaceous earth and the pad was washed with ethyl acetate (30 mL). The filtrate was concentrated to dryness under reduced pressure to give a crude product, which was added into water (15 mL). The resultant mixture was extracted with ethyl acetate (20 mL*3). The combined organic extracts were dried over anhydrous Na2SO4, filtered, and the filtrate was concentrated to dryness under reduced pressure to afford crude compound 32a, which was purified by FCC (petroleum ether: ethyl acetate=4:1) to afford compound 32a (500 mg, 41%) as a brown oil. LCMS (ESI): mass calcd. for C23H19N3 337.16, m/z found 337.9 [M+H]+. 1H NMR (400 MHz, CDCl3) delta ppm 8.74 (s, 1H), 8.11-8.05 (m, 1H), 7.87 (s, 1H), 7.70-7.64 (m, 4H), 7.63-7.59 (m, 1H), 7.58-7.53 (m, 2H), 7.49-7.43 (m, 2H), 7.41-7.31 (m, 4H), 2.91 (s, 3H)., 104704-40-7

The synthetic route of 104704-40-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Janssen Biotech, Inc.; Lu, Tianbao; Allison, Brett Douglas; Barbay, Joseph Kent; Connolly, Peter J.; Cummings, Maxwell David; Diels, Gaston; Edwards, James Patrick; Kreutter, Kevin D.; Philippar, Ulrike; Shen, Fang; Thuring, Johannes Wilhelmus John Fitzgerald; Wu, Tongfei; (412 pag.)US2018/170909; (2018); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

104704-40-7, 4-Bromo-1-methylisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example No. 130: Preparation of Compound No. 164[0418] A solution of 2, 8-dimethyl-2, 3, 4, 5-tetrahydro- lH-pyrido[4,3-b]indole (310 mg, 1.55 mmol), K3P04 (0.985 g, 4.65 mmol), Cul (29.4 mg, 0.15 mmol), L-proline (35.6 mg, 0.31 mmol) and 4-bromo-l-methylisoquinoline (0.520 g, 2.35 mmol) in dry DMF (3 mL) was stirred at RT for 10 min and then at 150 C for 16h. Water (50 mL) was added to the reaction mixture and then extracted with EtOAc (150 mL). The organic layer was washed with water (6×30 mL), dried over anhydrous sodium sulfate and evaporated to afford crude material, which was purified by reverse phase HPLC to yield 2,8-dimethyl-5-(l-methylisoquinolin-4-yl)-2,3,4,5-tetrahydro- lH-pyrido[4,3-b]indole as the TFA salt. 1H NMR (CD3OD, TFA salt) delta (ppm): 8.6-8.74 (m,2H), 8.0 (m, 2H), 7.41 (s, IH), 7.38 (bs, IH), 7.0 (d, IH), 6.8 (bs, IH), 4.8 (bs, IH), 4.5 (bs, IH), 3.8 (bs, IH), 3.6 (bs, IH), 3.3 (s, 3H), 3.18 (s, 3H), 3.0 (bs, IH), 2.82 (bs, IH), 2.41 (s, 3H)., 104704-40-7

As the paragraph descriping shows that 104704-40-7 is playing an increasingly important role.

Reference：
Patent; MEDIVATION TECHNOLOGIES, INC.; PROTTER, Andrew, Asher; CHAKRAVARTY, Sarvajit; WO2012/112962; (2012); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.104704-40-7,4-Bromo-1-methylisoquinoline,as a common compound, the synthetic route is as follows.

Example No. 130Preparation of Compound No. 164[0427] A solution of 2, 8-dimethyl-2, 3, 4, 5-tetrahydro-lH-pyrido[4,3-b]indole (310 mg, 1.55 mmol), K3P04 (0.985 g, 4.65 mmol), Cul (29.4 mg, 0.15 mmol), L-proline (35.6 mg, 0.31 mmol) and 4-bromo-l-methylisoquinoline (0.520 g, 2.35 mmol) in dry DMF (3 mL) was stirred at RT for 10 min and then at 150 C for 16h. Water (50 mL) was added to the reaction mixture and then extracted with EtOAc (150 mL). The organic layer was washed with water (6×30 mL), dried over anhydrous sodium sulfate and evaporated to afford crude material, which was purified by reverse phase HPLC to yield 2,8-dimethyl-5-(l-methylisoquinolin-4- yl)-2,3,4,5-tetrahydro-lH-pyrido[4,3-b]indole as the TFA salt. 1H NMR (CD3OD, TFA salt) d (ppm): 8.6-8.74 (m, 2H), 8.0 (m, 2H), 7.41 (s, IH), 7.38 (bs, IH), 7.0 (d, IH), 6.8 (bs, IH), 4.8 (bs, IH), 4.5 (bs, IH), 3.8 (bs, IH), 3.6 (bs, IH), 3.3 (s, 3H), 3.18 (s, 3H), 3.0 (bs, IH), 2.82 (bs, IH), 2.41 (s, 3H)., 104704-40-7

104704-40-7 4-Bromo-1-methylisoquinoline 613570, aisoquinoline compound, is more and more widely used in various fields.

Reference：
Patent; MEDIVATION TECHNOLOGIES, INC.; CHAKRAVARTY, Sarvajit; HART, Barry, Patrick; JAIN, Rajendra, Parasmal; WO2011/103430; (2011); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

104704-40-7, 4-Bromo-1-methylisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Prepared by reacting 4-bromo-1-methyl-isoquinoline with lithium-triisopropoxy-2-pyridinyl-boronate in the presence of tetrakis(triphenylphosphine)palladium, triphenylphosphine, sodium carbonate and copper(I)iodide in 1,4-dioxane at reflux temperature. Rf value: 0.22 (silica gel, methylene chloride/methanol=95:5) Mass spectrum (ESI+): m/z=221 [M+H]+, 104704-40-7

The synthetic route of 104704-40-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Boehringer Ingelheim International GmbH; US2005/234108; (2005); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

104704-40-7, 4-Bromo-1-methylisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example No. 130: Preparation of Compound No. 164[0418] A solution of 2, 8-dimethyl-2, 3, 4, 5-tetrahydro- lH-pyrido[4,3-b]indole (310 mg, 1.55 mmol), K3P04 (0.985 g, 4.65 mmol), Cul (29.4 mg, 0.15 mmol), L-proline (35.6 mg, 0.31 mmol) and 4-bromo-l-methylisoquinoline (0.520 g, 2.35 mmol) in dry DMF (3 mL) was stirred at RT for 10 min and then at 150 C for 16h. Water (50 mL) was added to the reaction mixture and then extracted with EtOAc (150 mL). The organic layer was washed with water (6×30 mL), dried over anhydrous sodium sulfate and evaporated to afford crude material, which was purified by reverse phase HPLC to yield 2,8-dimethyl-5-(l-methylisoquinolin-4-yl)-2,3,4,5-tetrahydro- lH-pyrido[4,3-b]indole as the TFA salt. 1H NMR (CD3OD, TFA salt) delta (ppm): 8.6-8.74 (m,2H), 8.0 (m, 2H), 7.41 (s, IH), 7.38 (bs, IH), 7.0 (d, IH), 6.8 (bs, IH), 4.8 (bs, IH), 4.5 (bs, IH), 3.8 (bs, IH), 3.6 (bs, IH), 3.3 (s, 3H), 3.18 (s, 3H), 3.0 (bs, IH), 2.82 (bs, IH), 2.41 (s, 3H)., 104704-40-7

As the paragraph descriping shows that 104704-40-7 is playing an increasingly important role.

Reference：
Patent; MEDIVATION TECHNOLOGIES, INC.; PROTTER, Andrew, Asher; CHAKRAVARTY, Sarvajit; WO2012/112962; (2012); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.104704-40-7,4-Bromo-1-methylisoquinoline,as a common compound, the synthetic route is as follows.

Example No. 130Preparation of Compound No. 164[0427] A solution of 2, 8-dimethyl-2, 3, 4, 5-tetrahydro-lH-pyrido[4,3-b]indole (310 mg, 1.55 mmol), K3P04 (0.985 g, 4.65 mmol), Cul (29.4 mg, 0.15 mmol), L-proline (35.6 mg, 0.31 mmol) and 4-bromo-l-methylisoquinoline (0.520 g, 2.35 mmol) in dry DMF (3 mL) was stirred at RT for 10 min and then at 150 C for 16h. Water (50 mL) was added to the reaction mixture and then extracted with EtOAc (150 mL). The organic layer was washed with water (6×30 mL), dried over anhydrous sodium sulfate and evaporated to afford crude material, which was purified by reverse phase HPLC to yield 2,8-dimethyl-5-(l-methylisoquinolin-4- yl)-2,3,4,5-tetrahydro-lH-pyrido[4,3-b]indole as the TFA salt. 1H NMR (CD3OD, TFA salt) d (ppm): 8.6-8.74 (m, 2H), 8.0 (m, 2H), 7.41 (s, IH), 7.38 (bs, IH), 7.0 (d, IH), 6.8 (bs, IH), 4.8 (bs, IH), 4.5 (bs, IH), 3.8 (bs, IH), 3.6 (bs, IH), 3.3 (s, 3H), 3.18 (s, 3H), 3.0 (bs, IH), 2.82 (bs, IH), 2.41 (s, 3H)., 104704-40-7

104704-40-7 4-Bromo-1-methylisoquinoline 613570, aisoquinoline compound, is more and more widely used in various fields.

Reference：
Patent; MEDIVATION TECHNOLOGIES, INC.; CHAKRAVARTY, Sarvajit; HART, Barry, Patrick; JAIN, Rajendra, Parasmal; WO2011/103430; (2011); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

104704-40-7, 4-Bromo-1-methylisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Prepared by reacting 4-bromo-1-methyl-isoquinoline with lithium-triisopropoxy-2-pyridinyl-boronate in the presence of tetrakis(triphenylphosphine)palladium, triphenylphosphine, sodium carbonate and copper(I)iodide in 1,4-dioxane at reflux temperature. Rf value: 0.22 (silica gel, methylene chloride/methanol=95:5) Mass spectrum (ESI+): m/z=221 [M+H]+, 104704-40-7

The synthetic route of 104704-40-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Boehringer Ingelheim International GmbH; US2005/234108; (2005); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem