Category: 42923-77-3

42923-77-3, 6-Methoxy-1,2,3,4-tetrahydroisoquinoline is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,42923-77-3

EXAMPLE 2 6-Methoxy-2-(4-(4-phenylbenzoylamino)butyl)-1,2,3,4-tetrahydroisoquinoline A mixture of 6-methoxy-1,2,3,4-tetrahydroisoquinoline (1.00 g, 6.2 mmol), 4-(4-phenylbenzoylamino)butyraldehyde (1.64 g, 6.2 mmol), sodium triacetoxyborohydride (1.94 g, 9.2 mmol) and dichloromethane (50 ml) was stirred at 20 C. for 18 h. Resulting solution was partitioned between saturated aqueous NAHCO3 (50 ml) and dichloromethane (3*50 ml). Combined organic extracts were dried (Na2SO4) and evaporated in vacuo to give a solid. Trituration with 1:1 dichloromethane-ether gave the title compound (0.80 g, 32%). Mass spectrum (API+): Found 415 (MH+). C27H30N2O2 requires 414. 1H NMR (CDCl3)delta: 1.78 (4H, m), 2.59 (2H, m), 2.72 (2H, t, J=6 Hz), 2.87 (2H, t, J=6 Hz), 3.51 (2H, m), 3.55 (2H, s), 3.74 (3H, s), 6.61 (1H, dd, J=2 Hz), 6.70 (1H, dd, J=9, 2 Hz), 6.90 (1H, d, J=9 Hz), 7.30-7.50 (5H, m), 7.55 (2H, m), 7.68 (3H, m).

The synthetic route of 42923-77-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SmithKline Beecham p.l.c.; US6274593; (2001); B1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.42923-77-3,6-Methoxy-1,2,3,4-tetrahydroisoquinoline,as a common compound, the synthetic route is as follows.

General procedure: To a solution of secondary amine (2.0 mmol) in a mixture ofMeCN-THF (3.5 mL, 4:1) was added EDTA aqueous solution (2.8 mL,0.01 M) and NaHCO3 (0.84 g, 10.0 mmol) at 5 C. Oxone (1.29 g,2.1 mmol) was added portionwise over 2 h under vigorous stirringto maintain the temperature at 5 C. The resulting mixture wasstirred for another 20 min at 5 C, and then diluted with ethyl acetate(10 mL). The two phases were separated, and the aqueouslayer was extracted with ethyl acetate (3 10 mL). The combinedorganic layer was washed with brine, dried over Na2SO4 andconcentrated under reduced pressure. The crude product wasdirectly used in the next reaction without purification.

42923-77-3, 42923-77-3 6-Methoxy-1,2,3,4-tetrahydroisoquinoline 39356, atetrahydroisoquinoline compound, is more and more widely used in various fields.

Reference£º
Article; Liu, Gang; Song, Shanshan; Shu, Shiqi; Miao, Zehong; Zhang, Ao; Ding, Chunyong; European Journal of Medicinal Chemistry; vol. 103; (2015); p. 17 – 28;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.42923-77-3,6-Methoxy-1,2,3,4-tetrahydroisoquinoline,as a common compound, the synthetic route is as follows.,42923-77-3

General procedure: A solution of amine (0.2 mmol) and MnCl2¡¤4H2O (5.9 mg, 15 mol%) in DMF (1.0 mL) was stirred in a sealed microwave reaction tube under an atmosphere of argon at 150 C for 10 h. The mixture was cooled to r.t., and water (10 mL) was added; the mixture was extracted with EtOAc (3 ¡Á 15 mL). The combined organic layers were dried (anhyd Na2SO4), the solvent was evaporated under vacuum, and the crude product was purified by preparative TLC (silica gel, petroleum ether/EtOAc) to obtain the pure product.

As the paragraph descriping shows that 42923-77-3 is playing an increasingly important role.

Reference£º
Article; Ma, Juan; Zhang, Jingyu; Gong, Hang; Synthesis; vol. 51; 3; (2019); p. 693 – 703;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.42923-77-3,6-Methoxy-1,2,3,4-tetrahydroisoquinoline,as a common compound, the synthetic route is as follows.,42923-77-3

6-Methoxy-l,2,3,4-tetrahydroisoquinoline (14.7 g, 90 mmol) is dissolved into hydrobromic acid (48%, 300 ml), and the mixture is heated at 120 0C for 16 hr. The solvent is removed under reduced pressure to give the title compound as the hydrobromate.

As the paragraph descriping shows that 42923-77-3 is playing an increasingly important role.

Reference£º
Patent; NEUROGEN CORPORATION; WO2007/106349; (2007); A2;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

42923-77-3, 6-Methoxy-1,2,3,4-tetrahydroisoquinoline is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,42923-77-3

In a 25 ml round-bottom flask compound is added in 5A (200 mg, 1 . 23mmol), compound 5B (273 mg, 1 . 11mmol), ethyl acetate (2 ml), stirring, add three acetoxy nabh (284 mg, 1 . 34mmol). Stir at room temperature overnight, TLC detection raw material the reaction is complete. Saturated sodium bicarbonate aqueous solution for quenching the reaction, then using ethyl acetate extraction, combined with the organic layer, dry anhydrous sodium sulfate, concentrated after the silica gel column chromatography, with petroleum ether: ethyl acetate (4:1) as eluant, get white solid product 5 (186 mg, yield: 42.7%)

As the paragraph descriping shows that 42923-77-3 is playing an increasingly important role.

Reference£º
Patent; Chengdu Biological Technology Co., Ltd. Kerry Bass; Li, Dequn; (92 pag.)CN105777632; (2016); A;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.42923-77-3,6-Methoxy-1,2,3,4-tetrahydroisoquinoline,as a common compound, the synthetic route is as follows.,42923-77-3

Step 1 6-Hydroxy-1,2,3,4-tetrahydroisoquinoline Hydrobromide 6-Methoxy-1,2,3,4-tetrahydroisoquinoline (2.89 g) was dissolved in 48% aqueous hydrogen bromide solution (70 ml) and the mixture was refluxed for 2 hours. The solvent was evaporated and to the obtained residue were added ethanol and diethyl ether. The mixture was filtrated and dried under reduced pressure to give the title compound (3.93 g). 1H-NMR (delta ppm, DMSO-d6) 2.90 (tr, J=6.3 Hz, 2H), 3.35 (m, 2H), 4.13 (brs, 2H), 6.59 (d, J=2.4 Hz, 1H), 6.65 (dd, J=2.4, 8.4 Hz, 1H), 7.00 (d, J=8.4 Hz, 1H), 8.91 (brs, 2H), 9.43 (brs, 1H).

42923-77-3 6-Methoxy-1,2,3,4-tetrahydroisoquinoline 39356, atetrahydroisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Japan Tobacco Inc.; US6562828; (2003); B1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.42923-77-3,6-Methoxy-1,2,3,4-tetrahydroisoquinoline,as a common compound, the synthetic route is as follows.,42923-77-3

Example 191 N-(2-(6-methoxy-3,4-dihydroisoquinolin-2(lH)-yl)pyrimidin-4-yl)-lH-indazol-5-amineA mixture of N-(2-chloropyrimidin-4-yl)-lH-indazol-5 -amine (100 mg, 0.41 mmol), 6-methoxy-l, 2,3, 4-tetrahydroisoquino line (81.3 mg, 0.41 mmol), and K2C03 (168 mg, 1.22 mmol) in DMF (1.2 mL) was stirred at 120 C overnight, cooled to rt, diluted with water, and extracted with EtOAc. The organic layer was concentrated and the residue was purified by chromatography with 1-20% MeOH/DCM to provide the title compound as a white solid (42mg, 28%). 1H NMR (300 MHz, DMSO-d6) delta 12.96 (s, 1H), 9.21 (s, 1H), 8.13 (d, J = 1.6 Hz, 1H), 8.04 (t, J = 1.1 Hz, 1H), 7.93 (d, J = 5.7 Hz, 1H), 7.56 – 7.41 (m, 2H), 7.15 (d, J = 8.2 Hz, 1H), (1292) 6.84 – 6.72 (m, 2H), 6.03 (d, J = 5.7 Hz, 1H), 4.79 (s, 2H), 3.95 (t, J = 5.8 Hz, 2H), 3.73 (s, 3H), (1293) 2.85 (t, J = 6.0 Hz, 2H). MS (ES+) m/e 373 (M+H)+.

As the paragraph descriping shows that 42923-77-3 is playing an increasingly important role.

Reference£º
Patent; KADMON CORPORATION, LLC; REGENTS OF THE UNIVERSITY OF MINNESOTA; ZANIN-ZHOROV, Alexandra; BLAZAR, Bruce, Robert; FLYNN, Ryan; WO2015/157556; (2015); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

42923-77-3,42923-77-3, 6-Methoxy-1,2,3,4-tetrahydroisoquinoline is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 42D 1,2,3,4-tetrahydro-6-isoquinolinol A solution of boron tribromide (1.2 mL, 12.5 mmol) in dichloromethane (12.5 mL) was added dropwise to a -78 C. solution of 6-methoxytetrahydroisoquinoline (1.0 g, 5.0 mol, prepared as described in Org. Synth 1988, 67, 60) in dichloromethane (38 mL) The mixture was stirred for 1 hour, warmed to 0 C., stirred for 1 hour, warmed to room temperature, and stirred for 1 hour. The mixture was cooled to -78 C., treated dropwise with methanol (20 mL), warmed to room temperature, stirred for 1 hour, and concentrated to provide the desired product. MS (DCI/NH3) m/e 150 (M+H)+.

42923-77-3 6-Methoxy-1,2,3,4-tetrahydroisoquinoline 39356, atetrahydroisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Bruncko, Milan; McClellan, William J.; US6504031; (2003); B1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.42923-77-3,6-Methoxy-1,2,3,4-tetrahydroisoquinoline,as a common compound, the synthetic route is as follows.,42923-77-3

Referential Example 138 6-Hydroxy-1,2,3,4-tetrahydroisoquinoline hydrochloride In dimethylsulfide (20 ml), 6-methoxy-1,2,3,4-tetrahydroisoquinoline (7.75 g) was dissolved, followed by the addition of aluminum chloride (19.0 g) under ice cooling. The resulting mixture was stirred at room temperature for 3 hours. Dichloromethane and dilute hydrochloric acid were added to the reaction mixture. A saturated aqueous solution of sodium bicarbonate was added to the water layer so separated to make it weakly alkaline, followed by the extraction with dichloromethane. After drying over anhydrous sodium sulfate, the solvent was then distilled off under reduced pressure. The residue was dissolved in saturated ethanol hydrochloride (100 ml) and the solvent was distilled off under reduced pressure. Ethyl acetate was added to the residue and the solid so precipitated was collected by filtration, whereby the title compound (7.91 g, 90%) was obtained. 1H-NMR (DMSO-d6) delta: 3.06(2H,t,J=5.9 Hz), 3.43(2H,m), 4.25(2H,s), 6.76(1H,d,J=2.0 Hz), 6.83(1H,dd,J=8.3,2.0 Hz), 7.15(1H,d,J=8.3 Hz), 9.71(3H,br s). MS (FAB) m/z: 150 (M+H)+.

As the paragraph descriping shows that 42923-77-3 is playing an increasingly important role.

Reference£º
Patent; Daiichi Pharmaceutical Co., Ltd.; US6525042; (2003); B1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem