Category: 57196-62-0

A common heterocyclic compound, the tetrahydroisoquinoline compound, name is 6-Methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride,cas is 57196-62-0, mainly used in chemical industry, its synthesis route is as follows.

57196-62-0, Step B: N-[4-(6-Methoxy-3,4-dihydro-1H-isoquinolin-2-yl)-2,6-dimethyl-phenyl]-3,3-dimethylbutanamide Bis(dibenzylidineacetone)palladium (2 mg, 0.0035 mmol) and (2′-dicyclohexyl phosphanyl-biphenyl-2-yl)-dimethylamine (3.3 mg, 0.0084 mmol) were added to dry toluene (10 mL purged with argon) and stirred for 15 minutes under argon. Potassium tert-butoxide (197 mg, 1.75 mmol), 6-methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride salt (134 mg, 0.67 mmol) and N-(4-bromo-2,6-dimethyphenyl)-3,3-dimethylbutanamide (200 mg, 0.67 mmol) were then added and the reaction mixture was stirred at 80 C. overnight. The reaction mixture was then cooled to room temperature, concentrated, filtered through a pad of silica gel, and recrystallized from toluene to afford the title compound as a solid.1H NMR (DMSO-d6, 400 MHz) delta 1.05 (s, 9H), 2.10 (s, 6H), 2.14 (s, 2H), 2.87 (t, J=8 Hz, 2H), 3.48 (t, J=8 Hz, 2H), 3.72 (s, 3H), 4.26 (s, 2H), 6.68 (s, 2H), 6.79 (m, 2H), 7.14 (m, 1H), 8.85 (s, 1H).

As the rapid development of chemical substances, we look forward to future research findings about 57196-62-0

Reference£º
Patent; Valeant Pharmaceuticals North America; US2008/139610; (2008); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Name is 6-Methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride, as a common heterocyclic compound, it belongs to tetrahydroisoquinoline compound, and cas is 57196-62-0, its synthesis route is as follows.,57196-62-0

(a) 6-Methoxy-2-(4-phenylbenzyl)-1,2,3,4-tetrahydroisoquinoline 4.0 g of 6-methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride, 4.1 g of 4-chloromethylbiphenyl and 6.0 g of finely powdered potassium carbonate in 50 ml of dimethylformamide are stirred at 80 for 5 hours. The solvent is removed in vacuo, the residue is taken up in water/methylene chloride, the organic phase is shaken twice with water, and the organic phase is dried with magnesium sulfate and evaporated in a rotary evaporator. The crude product, which is only slightly impure, can be reacted further without further purification. A sample recrystallized from ethyl acetate has a melting point of 120.

With the complex challenges of chemical substances, we look forward to future research findings about 6-Methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride

Reference£º
Patent; Hoechst Aktiengesellschaft; US4717724; (1988); A;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

6-Methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride, cas is 57196-62-0, it is a common heterocyclic compound, the tetrahydroisoquinoline compound, its synthesis route is as follows.

57196-62-0, 6-Methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride (2. 0g,10mmol)And triethylamine (3.038, 30 mmol) were dissolved in dichloromethane (100 mL) Acetic anhydride (1.53 g, 15 mmol) was added and reacted at room temperature for 2 hours. Water (50 mL) was added and the aqueous phase was extracted with dichloromethane (50 mL X). The organic phases were combined, Washed with saturated brine, dried over anhydrous sodium sulfate and concentrated in vacuo to give the crude product (2.2 g).

As the rapid development of chemical substances, we look forward to future research findings about 57196-62-0

Reference£º
Patent; Shandong Xuanzhu Pharmaceutical Technology Co., Ltd.; Wu Yongqian; (29 pag.)CN104876914; (2017); B;,
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.57196-62-0,6-Methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride,as a common compound, the synthetic route is as follows.,57196-62-0

A microwave tube (1OmL) was charged with 6-methoxytetrahydroisoquinoline hydrochloride (300mg, 1.5 mmol), 3,4,5-trimethoxybenzylchloride (325 mg, 1.5 mmol), triethylamine (0.5 mL, 3.6 mmol) dissolved in ethanol (5 mL) and sealed. The Vial was heated to 120 0C with 150W for 60 minutes. After cooling to room temperature the solution was dissolved in ethyl acetate and washed with water (2 x 10 mL), brine (10 mL)5 dried over MgSO4 and evaporated to dryness in vacuo. Purification by flash column chromatography on a flashmaster system (1:0-1:1 petrol 40-60:ethylacetate) afforded the desired compound in 16 % yield (81 mg) and >97 % purity as a soft solid, m.p.102-103 C; 1H NMR (270 MHz5 CDCl3) ?2.69 (2H5 d, J= 7.8), 2.87 (2H51, J= 7.8), 3.58 (2H, s), 3.59 (2H, s), 3.77 (3H, s), 3.84 (3H, s), 3.85 (6H, s), 6.62-6.71 (4H, m), 6.92 (IH5 d, J= 8.2); HRMS (ESI+) calcd. for C20H26NO4 (M+-I-H) 344.1856, found 344.1842; LC/MS (ES+) tt = 2.165 min, m/z 344.4 (M++H); HPLC ttau = 2.47 min (>97%).

57196-62-0 6-Methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride 2920335, atetrahydroisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; STERIX LIMITED; WO2008/117061; (2008); A2;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

57196-62-0, 6-Methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

57196-62-0, To an ice bath cooled mixture of 6-methoxy-1,2, 3, 4-tetrahydroisoquinoline hydrochloride salt from part a) (23 g, 115.2 [MMOL)] and triethylamine (48 mL) in dichloromethane (400 mL) was added [TRIFLUOROACETIC] anhydride (19.5 mL). The solution was stirred for 1 hour at room temperature before quenching with saturated sodium bicarbonate. The organic layer was removed, dried [(MGS04)] and purified by chromatography on silica eluting with 10% EtOAc/Hexane up to 30% EtOAc/Hexane yielding the title compound D16 as a clear oil (7.75 [G).] MH+ 260.’H NMR [8] (CDCI3) 2.88-2. 98 (2H, t), 3.74-3. 90 (5H, m), 4.63-4. 75 (2H, d), 6.65-6. 84 (2H, m), 7.01-7. 10 (1H, m).

As the paragraph descriping shows that 57196-62-0 is playing an increasingly important role.

Reference£º
Patent; GLAXO GROUP LIMITED; WO2003/99786; (2003); A2;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

57196-62-0, 6-Methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Titanium tetrachloride at 0 of dichloromethane (80mL) (8.8mL, 15.2g, 80mmol) was added, and then, dichloromethyl methyl ether (7.2mL, 9.2g, 80mmol) was added dropwise and, followed on 6-methoxy-1,2,3,4-tetrahydro – isoquinoline hydrochloride (4.0 g, 20 mmol) was added portionwise, followed by stirring for 3 hours the mixture at 0 C.. The reaction was stopped by slowly adding 2N HCl (50 mL), and the layers were separated. The organic layer was extracted with 1N hydrochloric acid (2 ¡Á 10 mL), and the acidic aqueous layer combined was washed with dichloromethane (1x20mL). Dichloromethane (100 mL) was added to the aqueous layer, and was adjusted to 10 with pH 10 N sodium hydroxide with ice-cooling a mixture of two layers (70 mL). Di -tert- butyl (4.8 g, 22 mmol) After addition, the mixture was stirred overnight. Dilute the reaction with dichloromethane (120 mL) and water (200 mL), and extracted with dichloromethane (2 ¡Á 100 mL) and the aqueous layer was separated. The combined organic layers were washed with water (3 ¡Á 150 mL), dried over magnesium sulfate, and concentrated. The residue oil was chromatographed on silica (200 g), first 8: 1 mixture of the n- hexane and ethyl acetate, followed by the same solvent 4: 2 with a mixture of 1, and, finally: 1 and eluted with a mixture of. The appropriate fractions were combined and concentrated and the residue triturated with n- hexane, first 5-formyl-6-methoxy-3,4-dihydro -1H- isoquinoline-2-carboxylic acid tert- butyl ester (1.72g, 5.9mmol, 29.5%), and then 7-formyl-6-methoxy-3,4-dihydro -1H- isoquinoline-2-carboxylic acid tert- butyl ester (2.88 g,. 9 .9mmol, yield 49.5%) as a colorless solids., 57196-62-0

57196-62-0 6-Methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride 2920335, atetrahydroisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; MANNKIND CORPORATION; ZENG, QINGPING; TORO, ANDRAS; PATTERSON, JOHN BRUCE; WADE, WARREN STANFIELD; ZUBOVICS, ZOLTAN; YANG, YUN; WU, ZHIPENG; (403 pag.)JP2015/214548; (2015); A;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

57196-62-0, 6-Methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,57196-62-0

Step B: N-[4-(6-Methoxy-3,4-dihydro-1H-isoquinolin-2-yl)-2,6-dimethyl-phenyl]-3,3-dimethylbutanamide Bis(dibenzylidineacetone)palladium (2 mg, 0.0035 mmol) and (2′-dicyclohexyl phosphanyl-biphenyl-2-yl)-dimethylamine (3.3 mg, 0.0084 mmol) were added to dry toluene (10 mL purged with argon) and stirred for 15 minutes under argon. Potassium tert-butoxide (197 mg, 1.75 mmol), 6-methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride salt (134 mg, 0.67 mmol) and N-(4-bromo-2,6-dimethyphenyl)-3,3-dimethylbutanamide (200 mg, 0.67 mmol) were then added and the reaction mixture was stirred at 80 C. overnight. The reaction mixture was then cooled to room temperature, concentrated, filtered through a pad of silica gel, and recrystallized from toluene to afford the title compound as a solid.1H NMR (DMSO-d6, 400 MHz) delta 1.05 (s, 9H), 2.10 (s, 6H), 2.14 (s, 2H), 2.87 (t, J=8 Hz, 2H), 3.48 (t, J=8 Hz, 2H), 3.72 (s, 3H), 4.26 (s, 2H), 6.68 (s, 2H), 6.79 (m, 2H), 7.14 (m, 1H), 8.85 (s, 1H).

As the paragraph descriping shows that 57196-62-0 is playing an increasingly important role.

Reference£º
Patent; Valeant Pharmaceuticals North America; US2008/139610; (2008); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

57196-62-0,57196-62-0, 6-Methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6-methoxytetrahydroisoquinoline hydrochloride (39.9 mg, 0.2 mmol),Manganese chloride tetrahydrate (5.9 mg, 0.03 mmol),And a stirrer in the reaction tube,After replacing inert gas,Add 1 ml DMF,Seal the reaction tube.Place the reaction tube in a 150C oil bath reaction pot.Stir the reaction for 10 hours;After cooling to room temperature,Diluted with 15mL water,And extracted three times with ethyl acetate,15mL each time;Combine the extracts,Dry with anhydrous sodium sulfate and filter.The filtrate was concentrated under reduced pressure.With ethyl acetate:The crude product was subjected to column chromatography with petroleum ether=1:3 (containing 1% triethylamine) as eluent to obtain a pure product.Yellow solid, melting point 63-64C, yield 81%.

57196-62-0 6-Methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride 2920335, atetrahydroisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Xiangtan University; Gong Xing; Xie Guilin; Cai Changqun; Zhang Jingyu; (19 pag.)CN107986927; (2018); A;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

A common heterocyclic compound, the tetrahydroisoquinoline compound, name is 6-Methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride,cas is 57196-62-0, mainly used in chemical industry, its synthesis route is as follows.

57196-62-0, A microwave tube (1OmL) was charged with 6-methoxytetrahydroisoquinoline hydrochloride (300mg, 1.5 mmol), 3,4,5-trimethoxybenzylchloride (325 mg, 1.5 mmol), triethylamine (0.5 mL, 3.6 mmol) dissolved in ethanol (5 mL) and sealed. The Vial was heated to 120 0C with 150W for 60 minutes. After cooling to room temperature the solution was dissolved in ethyl acetate and washed with water (2 x 10 mL), brine (10 mL)5 dried over MgSO4 and evaporated to dryness in vacuo. Purification by flash column chromatography on a flashmaster system (1:0-1:1 petrol 40-60:ethylacetate) afforded the desired compound in 16 % yield (81 mg) and >97 % purity as a soft solid, m.p.102-103 C; 1H NMR (270 MHz5 CDCl3) ?2.69 (2H5 d, J= 7.8), 2.87 (2H51, J= 7.8), 3.58 (2H, s), 3.59 (2H, s), 3.77 (3H, s), 3.84 (3H, s), 3.85 (6H, s), 6.62-6.71 (4H, m), 6.92 (IH5 d, J= 8.2); HRMS (ESI+) calcd. for C20H26NO4 (M+-I-H) 344.1856, found 344.1842; LC/MS (ES+) tt = 2.165 min, m/z 344.4 (M++H); HPLC ttau = 2.47 min (>97%).

As the rapid development of chemical substances, we look forward to future research findings about 57196-62-0

Reference£º
Patent; STERIX LIMITED; WO2008/117061; (2008); A2;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

57196-62-0, 6-Methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,57196-62-0

(a) 6-Methoxy-2-(4-phenylbenzyl)-1,2,3,4-tetrahydroisoquinoline 4.0 g of 6-methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride, 4.1 g of 4-chloromethylbiphenyl and 6.0 g of finely powdered potassium carbonate in 50 ml of dimethylformamide are stirred at 80 for 5 hours. The solvent is removed in vacuo, the residue is taken up in water/methylene chloride, the organic phase is shaken twice with water, and the organic phase is dried with magnesium sulfate and evaporated in a rotary evaporator. The crude product, which is only slightly impure, can be reacted further without further purification. A sample recrystallized from ethyl acetate has a melting point of 120.

The synthetic route of 57196-62-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Hoechst Aktiengesellschaft; US4717724; (1988); A;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem