Category: 42923-77-3

42923-77-3, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 6-Methoxy-1,2,3,4-tetrahydroisoquinoline, cas is 42923-77-3,the tetrahydroisoquinoline compound, it is a common compound, a new synthetic route is introduced below.

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

The chemical industry reduces the impact on the environment during synthesis,42923-77-3,6-Methoxy-1,2,3,4-tetrahydroisoquinoline,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; NEUROGEN CORPORATION; WO2007/146122; (2007); A2;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Name is 6-Methoxy-1,2,3,4-tetrahydroisoquinoline, as a common heterocyclic compound, it belongs to tetrahydroisoquinoline compound, and cas is 42923-77-3, its synthesis route is as follows.

To a solution of 12 (29.0 g, 178 mmol) in DCM (250 mL) was added Et3N (49.6 mL, 356 mmol) and trifluoroacetic anhydride (29.7 mL, 213 mmol) at 0 C. The reaction mixture was stirred at rt for 3 h, quenched with water, and extracted with DCM. The combined organic layers were dried with Na2SO4, filtered, and concentrated. The crude mixture was purified by silica gel column chromatography using EtOAc/hexanes (1/1) as an eluent to afford the title compound 13 (30.0 g, 115.7 mmol, 65%) as a yellow solid. 1H NMR (300 MHz, CDCl3) delta 7.08-7.02 (m, 1H), 6.82-6.76 (m, 1H), 6.73-6.68 (m, 1H), 4.73-4.68 (m, 2H), 3.88-3.82 (m, 2H), 3.80 (s, 3H), 2.95-2.93 (m, 2H); EI/MS m/z 259.0 [M+].

42923-77-3, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,42923-77-3 ,6-Methoxy-1,2,3,4-tetrahydroisoquinoline, other downstream synthetic routes, hurry up and to see

Reference£º
Article; Achary, Raghavendra; Yun, Jeong In; Park, Chi Min; Mathi, Gangadhar Rao; Lee, Joo Yun; Ha, Jae Du; Chae, Chong Hak; Ahn, Sunjoo; Park, Chi Hoon; Lee, Chong Ock; Hwang, Jong Yeon; Yun, Chang-Soo; Jung, Hee Jung; Cho, Sung Yun; Kim, Hyoung Rae; Kim, Pilho; Bioorganic and Medicinal Chemistry; vol. 24; 2; (2016); p. 207 – 219;,
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.

Compound 7b (2.12 g, 13.0 mmol) was dissolved in HBr (48% in H2O). The mixture was stirred at 120 C for 3h and then concentrated in vacuo. The residue was suspended in EtOAc and the solvent was evaporated to produce 24 (2.99 g, 95%) as a red-brown solid. 1H NMR (300 MHz, D2O) : 7.10 (d, J = 8.4 Hz, 1H), 6.82 – 6.75 (m, 2H), 4.28 (s, 2H), 3.48 (t, J = 6.3 Hz, 2H), 3.05 (t, J = 6.3 Hz, 2H).

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

Reference£º
Article; Zhao, Chao; Choi, You Hee; Khadka, Daulat Bikram; Jin, Yifeng; Lee, Kwang-Youl; Cho, Won-Jea; Bioorganic and Medicinal Chemistry; vol. 24; 4; (2016); p. 789 – 801;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Name is 6-Methoxy-1,2,3,4-tetrahydroisoquinoline, as a common heterocyclic compound, it belongs to tetrahydroisoquinoline compound, and cas is 42923-77-3, its synthesis route is as follows.,42923-77-3

Example 285A ethyl 4-(6-methoxy-3,4-dihydroisoquinolin-2(1H)-yl)benzoate The desired product was prepared by subtituting 6-methoxy-1,2,3,4-tetrahydroisoquinoline (prepared according to the procedure described in U.S. Pat. No. 1,845,403) for 1,4-dioxa-8-azasprio(4,5)decane in Example 158A. MS (DCI) m/e 312 (M+H)+.

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

Reference£º
Patent; Augeri, David J.; Baumeister, Steven A.; Bruncko, Milan; Dickman, Daniel A.; Ding, Hong; Dinges, Jurgen; Fesik, Stephen W.; Hajduk, Philip J.; Kunzer, Aaron R.; McClellan, William; Nettesheim, David G.; Oost, Thorsten; Petros, Andrew M.; Rosenberg, Saul H.; Shen, Wang; Thomas, Sheela A.; Wang, Xilu; Wendt, Michael D.; US2002/86887; (2002); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

6-Methoxy-1,2,3,4-tetrahydroisoquinoline, cas is 42923-77-3, it is a common heterocyclic compound, the tetrahydroisoquinoline compound, its synthesis route is as follows.

EXAMPLE 285A ethyl 4-(6-methoxy-3,4-dihydroisoquinolin-2(1H)-yl)benzoate The desired product was prepared by subtituting 6-methoxy-1,2,3,4-tetrahydroisoquinoline (prepared according to the procedure described in U.S. Pat. No. 1,845,403) for 1,4-dioxa-8-azasprio(4,5)decane in Example 158A. MS (DCI) m/e 312 (M+H)+.

42923-77-3, As the rapid development of chemical substances, we look forward to future research findings about 42923-77-3

Reference£º
Patent; Augeri, David J.; Baumeister, Steven A.; Bruncko, Milan; Dickman, Daniel A.; Ding, Hong; Dinges, Jurgen; Fesik, Stephen W.; Hajduk, Philip J.; Kunzer, Aaron R.; McClellan, William; Nettesheim, David G.; Oost, Thorsten; Petros, Andrew M.; Rosenberg, Saul H.; Shen, Wang; Thomas, Sheela A.; Wang, Xilu; Wendt, Michael D.; US2002/55631; (2002); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

As a common heterocyclic compound, it belongs to tetrahydroisoquinoline compound, name is 6-Methoxy-1,2,3,4-tetrahydroisoquinoline, and cas is 42923-77-3, its synthesis route is as follows.,42923-77-3

To a cooled (0 oC) solution of 1,1?-carbonyldiimidazole (350 mg, 2.20 mmol) in anhydrous MeCN (25 mL) was added THIQ 14 (326 mg, 2.00 mmol) and K2CO3 (4.00 mmol). The resulting mixture was stirred at 24 oC for 18 h and then concentrated under reduced pressure to afford a residue which was purified by column chromatography (100% EtOAc) to give imidazole 15 (493 mg, 96%) as a colourless oil, Rf 0.31 (100% EtOAc). This intermediate was immediately used without further purification in the next synthetic step. 1H NMR (300 MHz, CDCl3): deltaH 7.86 (d, J 0.9 Hz, 1H, imidazole-H), 7.20 (d, J 1.4 Hz, 1H, imidazole-H), 7.05 (d, J 1.4 Hz, 1H, imidazole-H), 6.95-6.92 (m, 1H, ArH), 6.71-6.64 (m, 2H, ArH), 4.61 (s, 2H, ArCH2N), 3.78-3.67 (m, 5H, overlapping signals – NCH2 and OMe), 2.90 (t, J 6.0 Hz, 2H, ArCH2CH2). 13C NMR (75 MHz, CDCl3): deltaC 29.1 (ArCH2CH2), 44.7 (CH2CH2N), 48.3 (ArCH2N), 55.6 (OMe), 113.3 (ArCH), 113.9 (ArCH), 118.2 (ArCH), 124.1 (ArC), 127.6 (ArCH), 130.1 (ArCH), 135.3 (ArC), 137.1 (ArCH), 151.4 (C-O), 159.0 (C=O).

With the complex challenges of chemical substances, we look forward to future research findings about 42923-77-3,belong tetrahydroisoquinoline compound

Reference£º
Article; Mabank, Tanya; Alexandre, Kabamba B.; Pelly, Stephen C.; Green, Ivan R.; van Otterlo, Willem A.L.; Arkivoc; vol. 2019; 4; (2019);,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

6-Methoxy-1,2,3,4-tetrahydroisoquinoline, cas is 42923-77-3, it is a common heterocyclic compound, the tetrahydroisoquinoline compound, its synthesis route is as follows.

To a solution of 12 (29.0 g, 178 mmol) in DCM (250 mL) was added Et3N (49.6 mL, 356 mmol) and trifluoroacetic anhydride (29.7 mL, 213 mmol) at 0 C. The reaction mixture was stirred at rt for 3 h, quenched with water, and extracted with DCM. The combined organic layers were dried with Na2SO4, filtered, and concentrated. The crude mixture was purified by silica gel column chromatography using EtOAc/hexanes (1/1) as an eluent to afford the title compound 13 (30.0 g, 115.7 mmol, 65%) as a yellow solid. 1H NMR (300 MHz, CDCl3) delta 7.08-7.02 (m, 1H), 6.82-6.76 (m, 1H), 6.73-6.68 (m, 1H), 4.73-4.68 (m, 2H), 3.88-3.82 (m, 2H), 3.80 (s, 3H), 2.95-2.93 (m, 2H); EI/MS m/z 259.0 [M+].

42923-77-3, As the rapid development of chemical substances, we look forward to future research findings about 42923-77-3

Reference£º
Article; Achary, Raghavendra; Yun, Jeong In; Park, Chi Min; Mathi, Gangadhar Rao; Lee, Joo Yun; Ha, Jae Du; Chae, Chong Hak; Ahn, Sunjoo; Park, Chi Hoon; Lee, Chong Ock; Hwang, Jong Yeon; Yun, Chang-Soo; Jung, Hee Jung; Cho, Sung Yun; Kim, Hyoung Rae; Kim, Pilho; Bioorganic and Medicinal Chemistry; vol. 24; 2; (2016); p. 207 – 219;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

As a common heterocyclic compound, it belongs to tetrahydroisoquinoline compound, name is 6-Methoxy-1,2,3,4-tetrahydroisoquinoline, and cas is 42923-77-3, its synthesis route is as follows.,42923-77-3

The base (33 g, 0.2M) and Palladium Black (1.5 g) were mixed together and heated at 160-190 C. for 6 hours. The cooled reaction mixture was extracted with MeOH and the Palladium Black was filtered off. The MeOH was evaporated to dryness and the residue was chromatographed in CHCl3 on silica gel column. Fractions containing product were combined and evaporated to yield 6-methoxyisoquinoline as an oil (16 g, 50%).

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

Reference£º
Patent; SmithKline & French Laboratories, Ltd.; US4812573; (1989); A;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO354,mainly used in chemical industry, its synthesis route is as follows.,42923-77-3

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.

With the synthetic route has been constantly updated, we look forward to future research findings about 6-Methoxy-1,2,3,4-tetrahydroisoquinoline,belong tetrahydroisoquinoline compound

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

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO434,mainly used in chemical industry, its synthesis route is as follows.,42923-77-3

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)+.

With the synthetic route has been constantly updated, we look forward to future research findings about 6-Methoxy-1,2,3,4-tetrahydroisoquinoline,belong tetrahydroisoquinoline compound

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