Analyzing the synthesis route of 42923-77-3

The synthetic route of 42923-77-3 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.42923-77-3,6-Methoxy-1,2,3,4-tetrahydroisoquinoline,as a common compound, the synthetic route is as follows.,42923-77-3

5.0 g (31 mmol) 6-Methoxy-1,2,3,4-tetrahydro-isoquinoline in 30 mL AcOH are cooled to 000 and 2.7 mL (34 mmol) sulfuryl chloride are added slowly. The resultingmixture is stirred at r.t. over night. The solvent is removed in vacuo and the residue istreated with toluene/ACN 1:1. The precipitate is filtered off and dried at 40C invacuo.C10H12C1N0 (M = 197.7 g/mol)ESI-MS: 198 [M-i-H]R (HPLC): 0.73 mm (method A)

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

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ROTH, Gerald Juergen; FLECK, Martin; HAEBEL, Peter Wilhelm; HEIMANN, Annekatrin; HEINE, Niklas; (172 pag.)WO2016/41845; (2016); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Downstream synthetic route of 42923-77-3

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

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

In a 50 mL Erlenmeyer flask, 190 mg (0.22 mmol) of troxerutin and glutaryl vinyl ether was added,359 mg (2.20 mmol) of 6-methoxy-1,2,3,4-tetrahydroisoquinoline, [TOMA] [Tf2N](N-hexylpyridine bistrifluoromethanesulfonimide salt) 20mL,60 air bath oscillator, 150rpm constant temperature oscillation, the reaction 30h. Ethyl acetate extraction, the extract was concentrated, column chromatography The product was obtained and the eluent was ethyl acetate / methanol / water (20/3/1, v / v) to give the troxerutamide derivative containing methoxytetrahydroisoquinoline. The product was a light yellow solid, 155 mg, 71% yield.

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

Reference£º
Patent; Henan University of Technology; Xiao Yongmei; Mao Pu; Yang Shuoye; Yang Liangru; Qu Lingbo; Yuan Jinwei; (17 pag.)CN107163096; (2017); A;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Brief introduction of 57196-62-0

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

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

New learning discoveries about 42923-79-5

As the paragraph descriping shows that 42923-79-5 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.42923-79-5,7-Nitro-1,2,3,4-tetrahydroisoquinoline,as a common compound, the synthetic route is as follows.,42923-79-5

A mixture of 7-nitro-1,2,3,4-tetrahydroisoquinoline (0.55 g, 3.1 mmole), di-t-butyldicarbonate (0.70 g, 3.2 mmole), triethylamine (1.0 mL, 7.7 mmole) in dichloromethane (8 mL) was stirred at rt for 8 h. The reaction mixture was diluted with water (50 mL) and stirred for 1 h. The organic phase was separated and washed with brine. Concentration of the organic phase gave 2-(t-butoxycarbonyl)-7-nitro-1,2,3,4-tetrahydroisoquinoline. 1H NMR (CDCl3): delta 8.03-7.95 (m, 2H), 7.28 (d, 1H, J=8.4 Hz), 4.66 (s, 2H), 3.68 (t, 2H, J=6.0 Hz), 2.92 (t, 2H, J=6.0 Hz), 1.49 (s, 9H).

As the paragraph descriping shows that 42923-79-5 is playing an increasingly important role.

Reference£º
Patent; RIGEL PHARMACEUTICALS, INC.; Singh, Rajinder; Argade, Ankush; Payan, Donald; Molineaux, Susan; Holland, Sacha; Clough, Jeffrey; Keim, Holger; Bhamidipati, Somasekhar; Sylvain, Catherine; Li, Hui; Rossi, Alexander; US2015/266828; (2015); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Downstream synthetic route of 42923-77-3

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

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 46 2-[6-(3,4-Dimethoxyphenyl)-6-[(4-methylphenyl)thio]-hexyl]-1,2,3,4-tetrahydro-6-methoxyisoquinoline To a solution of 4.23 g of 4-[6-bromo-1-[(4-methylphenyl)thio]hexyl]-1,2-dimethoxybenzene in 40 mL of acetonitrile is added 3.88 g of 6-methoxy-1,2,3,4-tetrahydroisoquinoline, 1.74 mL of diisopropylethylamine and 0.01 g of sodium iodide. The solution is heated to reflux for 43 hours and cooled to room temperature. The reaction mixture is partitioned between chloroform and aqueous potassium carbonate and the organic layer is dried over magnesium sulfate. The volatiles are removed at reduced pressure and the residue chromatographed on silica gel using a gradient elution of hexane to chloroform to methyl alcohol. The residue from the chromatography is dissolved in diethyl ether and passed through diatomaceous earth. This affords 4.4 g of the desired product as a yellow oil. MS (FAB): m/z 506 (M+H). Calcd for C31 H39 NO3 S: C=73.62, H=7.77, N=2.77, S=6.34 Found C=73.37, H=7.88, N=2.70, S=6.13

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

Reference£º
Patent; Powell; Dennis; Paul; Rolf; Hallett; William A.; Berger; Dan M.; Dutia; Minu D.; US5387685; (1995); A;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

New learning discoveries about 33537-99-4

As the paragraph descriping shows that 33537-99-4 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.33537-99-4,6-Chloro-1,2,3,4-tetrahydroisoquinoline,as a common compound, the synthetic route is as follows.

33537-99-4, To a solution of 6-chloro-1 ,2,3,4-tetrahydroisoquinoline (18.5 g, 0.1 1 mol) in CH3CN (180 mL) was added compound 2,3-dimethyl-1 -((2-methyl-1 H-imidazol-1 -yl)sulfonyl)- 1 H-imidazol-3-ium trifluoromethanesulfonate (43.5 g, 0.1 1 mol, Reference: J. Org. Chem. 2002, 68, 1 15-1 19.). The reaction mixture was stirred overnight at 30 C. The solvent was removed and the residue was purified by column chromatography on silica gel (0400) (EtOAc/Petroleum ether = 1 :1 ) to provide 6-chloro-2-(2-methyl-1 /-/-imidazol-1 -ylsulfonyl)- 1 ,2,3,4-tetrahydroisoquinoline. 1 H NMR (400 MHz, CDCI3): d 7.21 (m, 1 H), 7.18 (s, 1 H), 7.02 (m, 1 H), 6.94 (m, 1 H), 4.45 (s, 2H), 3.62 (m, 2H), 2.92 (m, 2H), 2.67 (s, 3H).

As the paragraph descriping shows that 33537-99-4 is playing an increasingly important role.

Reference£º
Patent; KEZAR LIFE SCIENCES; JOHNSON, Henry; (166 pag.)WO2019/178510; (2019); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Analyzing the synthesis route of 42923-77-3

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

42923-77-3,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.

EXAMPLE 27 3-(6-methoxy-1,2,3,4-tetrahydroisoquinolin-2-yl)methyl-1H-pyrrolo[2,3-b]pyridine A mixture of 6-methoxy-1,2,3,4-tetrahydroisoquinoline (prepared by the method of Helfer, Helv. Chim. Acta, 1924, 7, 945) (0.55 g, 3.36 mmol) and 3-dimethylaminomethyl-1H-pyrrolo[2,3-b]pyridine (0.59 g, 3.36 mmol) in toluene (3 ml) was heated at reflux under nitrogen for 18 h. The mixture was allowed to cool and the crystallized product collected. Recrystallisation from toluene afforded the title compound (0.31 g, 32%), m.p. 144-146 C.; (Found: C, 73.04; H, 6.43; N, 14.10. C18 H19 N3 O.0.1H2 O requires C, 73.24; H, 6.55; N, 14.23%); deltaH (DMSO-d6) 2.67 (2H, br s, CH2), 2.76 (2H, t, J 5.4 Hz, CH2), 3.49 (2H, s, CH2), 3.69 (3H, s, OCH3), 3.78 (2H, s, CH2), 6.65 (2H, m, ArH), 6.89 (1H, d, 9 Hz, ArH), 7.01 (1H, dd, J 7.9, 4.7 Hz, 5-H), 7.40 (1H, d, J 2.2 Hz, ArH), 8.03 (1H, dd, J 7.7, 1.3 Hz, 4-H), 8.19 (1H, dd, J 4.6, 1.4 Hz, 6-H), and 11.47 (1H, br s, NH); m/z (CI+, NH3) 294 (M+1)+.

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

Reference£º
Patent; Merck Sharp & Dohme, Ltd.; US5700809; (1997); A;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Downstream synthetic route of 42923-77-3

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

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 74D /eri-butyl 6-methoxy-3,4-dihydroisoquinoline-2(l//)-carboxylate To a solution of EXAMPLE 74C (1.88 g, 11.5 mmol) in dichloromethane (40 mL) was added triethylamine (2.3 g, 23 mmol) and di-feri-butyl dicarbonate (3 g, 13.8 mmol). After stirring for 16 hours, the mixture was poured into water (50 mL) and extracted with dichloromethane (2 * 100 mL). The combined organic layers were dried over anhydrous sodium sulfate, filtered, concentrated and purified by flash chromatography on silica gel eluting with 10: 1 hexane :ethyl acetate to give the title compound. MS : 264 (M+HT).

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

Reference£º
Patent; ABBOTT LABORATORIES; ABBOTT LABORATORIES TRADING (SHANGHAI) COMPANY, LTD.; VASUDEVAN, Anil; PENNING, Thomas Dale; CHEN, Huanming; LIANG, Bo; WANG, Shaohui; ZHAO, Zhongqiang; CHAI, Dikun; YANG, Leifu; GAO, Yingxiang; WO2012/97682; (2012); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Analyzing the synthesis route of 57196-62-0

The synthetic route of 57196-62-0 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.57196-62-0,6-Methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride,as a common compound, the synthetic route is as follows.,57196-62-0

6-methoxytetrahydroisoquinoline hydrochloride (39.9 mg, 0.2 mmol),Graphene oxide (8mg) and a stirrer were placed in the reaction tube.After replacing the inert gas, 1 ml of DMF was added and the reaction tube was sealed.The reaction tube was placed in a 150C oil bath and the reaction was stirred for 18 hours;After cooling to room temperature, the catalyst was removed by filtration and the filtrate was diluted with 15 mL of water.And extracted with ethyl acetate 3 times, each time 15mL; combined extract,Dry with anhydrous sodium sulfate and filter. The filtrate is concentrated under reduced pressure.The crude product was purified by column chromatography with ethyl acetate:petroleum ether=1:3 (containing 1% triethylamine) as eluent. Yellow solid, melting point 63-64C, yield 86%.

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

Reference£º
Patent; Xiangtan University; Gong Xing; Xie Guilin; Cai Changqun; Zhang Jingyu; (19 pag.)CN107827816; (2018); A;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Simple exploration of 91-21-4

91-21-4,1,2,3,4-Tetrahydroisoquinolinebelongs to tetrahydroisoquinoline compound, is more and more widely used in various fields. and we look forward to future research findings.

91-21-4,91-21-4, 1,2,3,4-Tetrahydroisoquinoline is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 110; Step A; To ice cold concentrated sulfuric acid was added in a dropwise manner 1,2,3,4-tetrahydroisoquinoline (23 mL, 170 mmol), followed by potassium nitrate (18.8 g, 186 mmol) at such a rate that the temperature did not rise above 5 C. After complete addition the mixture was stirred at room temperature for 18 h then poured onto a stirred mixture of ice (700 g) and NH4OH (150 mL). The mixture was extracted with CHCl3 (3¡Á300 mL). The combined CHCl3 layers were washed with saturated NaCl (200 mL), dried over Na2SO4, filtered and concentrated in vacuo. The residue was dissolved in ethanol (130 mL) and cooled in an ice bath as concentrated hydrochloric acid (22 mL) was added. The formed precipitate was removed by filtration and recrystallized from methanol to give the product (12.45 g, 34%); 1H NMR 500 MHz (DMSO-d6) delta=3.13 (2H, t, J=6.2 Hz), 3.35 (2H, t, J=6.2 Hz), 4.35 (2H, s), 7.50 (1H, d, J=8.5 Hz), 8.07 (1H, dd, J=2.3 and 8.5 Hz), 8.19 (1H, d, J=2.3 Hz) 10.02 (2H, br s).

91-21-4,1,2,3,4-Tetrahydroisoquinolinebelongs to tetrahydroisoquinoline compound, is more and more widely used in various fields. and we look forward to future research findings.

Reference£º
Patent; Butora, Gabor; Goble, Stephen D.; Pastemak, Alexander; Yang, Lihu; Zhou, Changyou; Moyes, Christopher R.; US2008/81803; (2008); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem