Day: March 18, 2022

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.1242157-15-8,6-Bromo-8-fluoro-3,4-dihydroisoquinolin-1(2H)-one,as a common compound, the synthetic route is as follows.

1242157-15-8, To a stirred solution of CD3OD (CAS 811-98-3; 3.1 mL, 76.2 mmol, 6 eq.) in THF (31 mL) at 0 C is added portionwise NaH (60% dipersion in mineral oil, 366 mg, 15.24 mmol, 1.2 eq.). The reaction mixture is stirred at 0 C for 20 min and 6-bromo-8-fluoro-3,4-dihydro-2H-isoquinolin-l-one (CAS 1242157-15-8, 3.1 g, 12.7 mmol, 1 eq.) is added in one portion. The reaction is stirred at RT for 1.5 h and NaH (60% dipersion in mineral oil, 60 mg, 2.5 mmol, 0.2 eq.) is added. The reaction mixture is stirred at RT for 18 h. The reaction mixture is quenched with a sat. NH4CI solution. THF is evaporated and water (31 mL) is added to the suspension.The suspension is stirred at RT for 1 h and then filtered. The solid is rinsed with water and dried under vacuum to afford the expected product.

The synthetic route of 1242157-15-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; GALAPAGOS NV; DESROY, Nicolas; JONCOUR, Agnes, Marie; PEIXOTO, Christophe; TEMAL-LAIB, Taoues; TIRERA, Amynata; BUCHER, Denis; AMANTINI, David; DE VOS, Steve, Irma, Joel; BRYS, Reginald, Christophe, Xavier; (396 pag.)WO2019/238424; (2019); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem