Tag: 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.,42923-77-3

General procedure: 1,2,3,4-Tetra-hydroisoquinoline(67 mg, 0.5 mmol), compound 11a (125 mg, 0.5 mmol),and potassium carbonate (207 mg, 1.5 mmol) were added to N,Ndimethylformamide,and the mixture was stirred at 100 C for12 h. After the reaction was completed, the mixture was extractedwith EtOAc, washed with water, brine, and dried over Na2SO4. Theorganic phase was concentrated in vacuo. The residues were purifiedby flash column chromatography (EtOAc/hexane = 1:3) to givecompound 3a (90 mg, 52%) as a white solid.

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

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

General procedure: A mixture of 4-(aminosulfonyl)benzoic acid (7) (2 mmol,402 mg), N,N,N0,N0-tetramethyl-O-(1H-benzotriazol-1-yl)uraniumhexafluorophosphate (HBTU) (2 mmol, 758 mg) in dimethylformamide(2 mL) was stirred at room temperature for 1 h. Then, a solution of the appropriate 1,2,3,4-tetrahydroisoquinoline(6a,c,e) or 1,2,3,4-tetrahydroquinoline (8c,e) (2 mmol) in TEA(2 mmol, 278 mL) was added dropwise. The reaction mixture wasleft overnight and then quenched with water (10 mL) and extractedwith EtOAc (3 5 mL). The organic phase was dried with Na2SO4and the solvent was removed in vacuo. The residue was purified byflash chromatography (DCM/MeOH 96:4), crystallized by treatmentwith diethyl ether and ethanol giving the desired final compounds4a,c,e and 5cee as white crystals. As starting reagent the benzamide3a was re-synthesized following a previously reported procedureand the spectral datawas in accordance with literature [37].The methoxy derivatives 3a, 4a,c and 5c (1 mmol) were dissolved inmethylene chloride (DCM) (5 mL), treated with BBr3 (1 M in DCM)(6 mmol, 6 mL) under nitrogen atmosphere and stirred overnight.After completion of the reaction, MeOH (7 mL) was carefully addedat 0 C and the solvents removed under reduced pressure. Theresidue was dissolved in EtOAc (10 mL) and washed with H2O(10mL 3). The organic layerwas dried (Na2SO4) and concentratedin vacuo. The crude products were crystallized from diethyl ether togive the desired corresponding hydroxy-derivatives 3b, 4b,d and5d. 4.1.1.3 4-[(6-Methoxy-3,4-dihydroisoquinolin-2(1H)-yl)carbonyl]benzenesulfonamide (4c) Yield 74%; mp 181-182 C; Rf = 0.46; 1H NMR (DMSO-d6): the compound exists as a pair of rotamers at room temperature. delta 2.79 (mc, 2H, major rotamer, CH2), 2.85 (mc, 2H, minor rotamer, CH2), 3.46 (mc, 2H, major rotamer, CH2), 3.70 (s, 3H, OCH3), 3.81 (mc, 2H, minor rotamer, CH2), 4.42 (mc, 2H, minor rotamer, CH2), 4.69 (mc, 2H, major rotamer, CH2), 6.74-7.18 (m, 3H, ArH), 7.47 (bs, 2H, NH2), 7.63 (d, J = 7.7, 2H, ArH), 7.87 (d, J = 8.2, 2H, ArH); GC-MS (EI) m/z (%): 346 (M+, 0), 222 (4.3), 194 (0.5), 177 (35), 176 (18), 164 (0.5), 150 (15), 149 (100), 121 (6.2), 105 (7.8); Anal. C17H18N2O4S., 42923-77-3

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

Reference£º
Article; Buemi, Maria Rosa; De Luca, Laura; Ferro, Stefania; Bruno, Elvira; Ceruso, Mariangela; Supuran, Claudiu T.; Pospi?ilova, Klara; Brynda, Ji?i; ?eza?ova, Pavlina; Gitto, Rosaria; European Journal of Medicinal Chemistry; vol. 102; (2015); p. 223 – 232;,
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.

A solution of 35% formaldehyde (2.49 g, 0.034 mol) was added dropwise to 2-(3-methoxyphenyl)ethanamine (5g, 0.033 mol). The warm solution soon deposited an oil and the reaction was completed by heating the mixture for one hour at 100 C. The oil was extracted with toluene (25 ml) and washed with water (3 x 18 ml). The extract was dried over Na2SO4 and the solvent was concentrated to yield a yellow oil. A solution of 20% hydrochloric acid (6 ml) was added to the crude and the mixture was stirred at 100 C for 1 hour. After the evaporation to dryness, the residue was dissolved in a little water, made alkaline with concentrated potassium hydroxide, extracted with dichloromethane (3 x 90 ml) and dried over Na2SO4. After the evaporation of the solvent, the oil was dissolved in ethyl acetate and concentrated hydrochloric acid was added to form the hydrochloride, which was filtered to yield a white solid identified as 6-methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride (5.1 g, 80 % yield). 1H NMR (300 MHz, CHLOROFORM-D) delta ppm 2.80 (t, J=6.01 Hz, 2 H) 3.14 (t, J=6.01 Hz, 2 H) 3.78 (s, 3 H) 3.97 (s, 2 H) 6.63 (d, J=2.50 Hz, 1 H) 6.71 (dd, J=8.42, 2.56 Hz, 1 H) 6.93 (d, J=8.42 Hz, 1H) MS (APCI (M+H)+): 164

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

Reference£º
Patent; LABORATORIOS DEL DR. ESTEVE, S.A.; EP1676844; (2006); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

The tetrahydroisoquinoline compound, cas is 42923-77-3 name is 6-Methoxy-1,2,3,4-tetrahydroisoquinoline, mainly used in chemical industry, its synthesis route is as follows.

General procedure: A solution of N-heterocycle compound (0.2 mmol) and graphene oxide (GO) (8 mg) in N,N-dimethylformamide(1.0 mL) was stirred in a sealed tube under an atmosphere of argon at 150 C for 18 h. After being cooled to room temperature,the reaction mixture was filtered and washed with ethyl acetate (20 mL). Afterward, 10 mL water was added tothe solution and extracted with ethyl acetate (3 ¡Á 15 mL), the combined organic layers were dried over anhydrous Na2SO4.The solvent was evaporated under vacuum and the crude product was purified by preparative thin-layer chromatography (TLC) on silica gel with petroleum ether and ethyl acetate to achieve the pure product., 42923-77-3

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

Reference£º
Article; Ma, Juan; Zhang, Jingyu; Zhou, Xiao; Wang, Jiawei; Gong, Hang; Journal of the Iranian Chemical Society; vol. 15; 12; (2018); p. 2851 – 2860;,
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

Under a nitrogen atmosphere, 0.5 g of 6-methoxy-1,2,3,4-tetrahydroisoquinoline was added to 20 mL of DMF in a flask and stirred to dissolve, and then 1.1 g of cesium carbonate was added at room temperature. After 30 minutes, 1.0 g of (S)-ethyl 3-(4-(4-(2-(methylsulfonyloxy)ethyl)benzyloxy)phenyl)hex-4-ynoate prepared in Preparative Example 16 was added dropwise, followed by stirring at room temperature for 12 hours. Upon completion of the reaction, distilled water was slowly added dropwise, extracted with ethyl acetate, washed with brine, dried over anhydrous magnesium sulfate, and then concentrated. Thereafter, the reaction product was separated by silica column chromatography to give the title compound. 1H NMR (400MHz, CDCl3):delta 7.35(2H,d), 7.30(2H,d), 7.23(2H,d), 7.00(1H,d), 6.85(2H,d), 6.80(1H,d), 6.70(1H,d), 5.00(2H,s), 4.30(2H,m), 4.13(2H,m) 4.03(1H,t), 3.80(3H,s), 3.58(6H,m), 3.30(2H,s), 2.78(2H,m), 1.86(3H,d), 1.28(3H,m).

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

Reference£º
Patent; Hyundai Pharm Co., Ltd.; YANG, Jin; KIM, Jin Woong; LEE, Han Kyu; KIM, Jae Hyun; SON, Chang Mo; LEE, Kyu Hwan; CHOI, Hyung-Ho; KIM, Daehoon; HA, Tae-Young; RHEE, Jaekeol; (94 pag.)EP3207928; (2017); A2;,
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 dried sealed vessel was added 1,2,3,4-tetrahydroisoquinoline (5 mL, 40 mmol), anhydrous K2CO3 (8.34 g,60 mmol), CuI (0.8 g, 4 mmol), L-Proline (0.92 g, 8 mmol), ethyl 6-bromopicolinate (4.32 g, 20 mmol), and DMSO (25 mL). Then themixture was stirred at 80 C for 16 h under N2 environment. Aftercooling to room temperature, water (100 mL) was added andextracted with EtOAc. Then, the combined organic layer was driedover MgSO4, filtered, and concentrated. The residue was purified bysilica gel flash chromatography (hexane/EtOAc = 5/1) to providecompound 14 as a white oil (3.94 g, 70%).

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

Reference£º
Article; Fang, Yuying; Zhou, Huihao; Gu, Qiong; Xu, Jun; European Journal of Medicinal Chemistry; vol. 167; (2019); p. 133 – 145;,
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 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)+.

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

Reference£º
Patent; Bruncko, Milan; McClellan, William J.; US6504031; (2003); B1;,
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.

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.

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

Reference£º
Patent; NEUROGEN CORPORATION; WO2007/106349; (2007); A2;,
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.

General procedure: To a stirred solution of 1,2,3,4-THIQ (1.0 equiv.) in CH2Cl2 (10.0 mL/mmol), triethylamine(1.2 equivalent) was added and then cooled to 0 C. Acyl chloride (1.2 equivalent), sulfonyl chloride(1.2 equivalent), or diethylcarbamoyl chloride (1.2 equivalent) was added slowly at 0 C. The resultingreaction mixture was stirred at room temperature for 2 h under an argon atmosphere and thenpoured onto water (10.0 mL/mmol) and the organic layer was separated. The aqueous layer wasextracted two times with CH2Cl2 (10.0 mL/mmol), and the combined organic layer was washed withbrine (5.0 mL/mmol), dried over sodium sulfate, filtered, and concentrated under reduced pressure.Purification of the crude residue by flash column chromatography on silica gel, using the appropriatemixture of eluents, provided the corresponding N-protected 1,2,3,4-tetrahydroisoquinoline. Spectral data(1H- and 13C-NMR) of compounds (5a, 5c, 5d, 5e, 5g, 5h, 5k, 5l, 5m, 5n, 5o, 5q, 5r) which were reportedpreviously were compared and found in agreement with literature data. Furthermore, references wererepresented in supporting information. The characterization of novel compounds is given.

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

Reference£º
Article; Kim, Hong Pyo; Yu, Heesun; Kim, Hyoungsu; Kim, Seok-Ho; Lee, Dongjoo; Molecules; vol. 23; 12; (2018);,
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.

6.1.19 1,2,3,4-Tetrahydroisoquinolin-6-ol hydrochloride (36) To a solution of 35 (205 mg, 1.26 mmol) in dry dichloromethane (10 mL) was added 1 N BBr3 in dichloromethane (2.6 mL, 2.6 mmol) at -78 C under N2. The mixture was stirred at -78 C for 1 h, and then stirred at room temperature overnight. Methanol (10 mL) was added. The reaction mixture was concentrated under reduced pressure, diluted with 1 N HCl (30 mL) and washed with ethyl acetate (30 mL * 3). The aqueous layer was concentrated to give crude 36 (288 mg) as a yellow solid. 1H NMR (400 MHz, D2O): delta 5.53-5.49 (m, 1H), 5.23-5.14 (m, 2H), 2.69 (d, J = 9.6 Hz, 2H), 1.92-1.84 (m, 2H), 1.50-1.46 (m, 2H).

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

Reference£º
Article; Dong, Yan; Li, Kehuang; Xu, Zhixiang; Ma, Haikuo; Zheng, Jiyue; Hu, Zhilin; He, Sudan; Wu, Yiyuan; Sun, Zhijian; Luo, Lusong; Li, Jiajun; Zhang, Hongjian; Zhang, Xiaohu; Bioorganic and Medicinal Chemistry; vol. 23; 21; (2015); p. 6855 – 6868;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem