Month: September 2020

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1029689-82-4,Methyl 1,2,3,4-tetrahydroisoquinoline-8-carboxylate hydrochloride,as a common compound, the synthetic route is as follows.

To a solution of methyl 1,2,3,4-tetrahydroisoquinoline-8-carboxylate hydrochloride (12.37 g) and Example 1.4.4 (15 g) in dimethyl sulfoxide (100 mL) was added N,N-diisopropylethylamine (12 mL). The mixture was stirred at 50 C. for 24 hours. The mixture was diluted with ethyl acetate (500 mL), washed with water and brine, and dried over Na2SO4. After filtration and evaporation of the solvent, the crude material was purified via silica gel column chromatography, eluting with 20% ethyl acetate in hexane, to give the title compound. MS (ESI) m/e 448.4 (M+H)+.

1029689-82-4, As the paragraph descriping shows that 1029689-82-4 is playing an increasingly important role.

Reference£º
Patent; AbbVie Inc.; Ackler, Scott L.; Bennett, Nathan B.; Boghaert, Erwin R.; Cullen, Steve C.; Doherty, George; Frey, Robin R.; Haight, Anthony R.; Judd, Andrew S.; Kunzer, Aaron R.; Shen, Xiaoqiang; Song, Xiaohong; Souers, Andrew J.; Sullivan, Gerard M.; Tao, Zhi-Fu; Wang, Xilu; Welch, Dennie S.; Wendt, Michael D.; (210 pag.)US2016/158377; (2016); A1;,
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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.22990-19-8,1-Phenyl-1,2,3,4-tetrahydroisoquinoline,as a common compound, the synthetic route is as follows.,22990-19-8

REFERENCE EXAMPLE 1 To a 130 ml dichloromethane solution containing 6.28 g of 1-phenyl-1,2,3,4-tetrahydroisoquinoline and 3.34 g of triethylamine, 3.1 ml of ethyl chloroformate was added dropwise under ice-cooling, followed by stirring at room temperature overnight. The reaction solution was washed successively with water, 1N hydrochloric acid, water and brine and then dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure, thereby 10.58 g of ethyl 1-phenyl-1,2,3,4-tetrahydro-2-isoquinolinecarboxylate was obtained as pale yellow oil. Infrared absorption spectrum numax(neat)cm-1: 1700, 1430, 1296, 1230, 1122. Nuclear magnetic resonance spectrum (CDCl3, TMS internal standard); delta: 1.29 (3H, t, J=7.3 Hz), 2.75-3.45 (3H, m), 3.90-4.40 (1H, m), 4.21 (2H, q, J=7.3 Hz), 6.38 (1H, s), 6.95-7.45 (9H, m).

As the paragraph descriping shows that 22990-19-8 is playing an increasingly important role.

Reference£º
Patent; Yamanouchi Pharmaceutical Co., Ltd.; US6017927; (2000); 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.91-21-4,1,2,3,4-Tetrahydroisoquinoline,as a common compound, the synthetic route is as follows.,91-21-4

All amines were purchased from Sigma-Aldrich (Merk) except7-nitro-1,2,3,4-tetrahydroisoquinoline 18 and 1-(2,4-dimethylphenyl)-N-methylmethanamine 19, the synthesis ofwhich is summarized below.On an ice bath (0 C), a 100-mL round bottom flask with 1.3 g(10 mmol) of 1,2,3,4-tetrahydroquinoline and 5mL of conc. H2SO4was allowed to stir for 10 min. To this solution, 1.1 g (10 mmol) ofKNO3 were added in small portions, taking care that the temperatureof the reaction did not rise above 5 C. The reactionwas stirredovernight and monitored by TLC (DCM/EtOH 90:10). The brownsolution was neutralized with a solution of diluted NH4OH untilpH 8 and the basic mixture was extracted with DCM (3 x 50 mL).The combined organic extracts were washed with brine (once),dried and filtered. The evaporation of the solvent affords a red oilwhich was dissolved in the minimum amount of abs. EtOH andcooled on an ice bath. The alcoholic solution was treated with2.5 mL of conc. HCl to affords a yellow precipitate of 7-nitro-1,2,3,4-tetrahydroisoquinoline 18, which was recrystallized from MeOH.Yellow solid; m.p.: 261-263 (260-262 C [57]); Yield: 32%; I.R.(nujol, cm-1): 3173; 1H NMR (CDCl3-TMS) delta: 1.86 (br s, 1H, NHdisapp. on D2O), 3.12 (t, 2H, H-4, J 8 Hz), 3.46 (t, 2H, H-3, J 8 Hz),4.37 (s, 2H, H-1), 7.36 (d, 1H, arom. H-5, J 12 Hz), 8.00 (m, 2H,arom. H-6 and H-8).

As the paragraph descriping shows that 91-21-4 is playing an increasingly important role.

Reference£º
Article; Zampieri, Daniele; Fortuna, Sara; Calabretti, Antonella; Romano, Maurizio; Menegazzi, Renzo; Schepmann, Dirk; Wuensch, Bernhard; Collina, Simona; Zanon, Davide; Mamolo, Maria Grazia; European Journal of Medicinal Chemistry; vol. 180; (2019); p. 268 – 282;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

42923-79-5, 7-Nitro-1,2,3,4-tetrahydroisoquinoline is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,42923-79-5

Combined solution of 7-nitro-1,2,3,4-tetrahydroisoquinoline (1.0 g, 5.61 mmol), Boc2O (2 mL, 8.42 mmol) and Et3N (1.5 mL, 11.22 mmol) dissolved in THF (12 mL) was stirred at room temperature for 2 h. After reaction completion, quenched with water, extracted with chloroform (3 X 50 mL). Evaporation of the solvent and purification of the resulting crude by silica gel column chromatography provided the desired product as a colorless viscous oil in 87% yield.1H NMR (400 MHz, Chloroform-d) delta 8.04 – 7.98 (m, 2H), 7.29 (d, J = 8.2 Hz, 1H), 4.66 (s, 2H), 3.69 (t, J = 5.9 Hz, 2H), 2.93 (t, J = 5.9 Hz, 2H), 1.50 (s, 9H). Yield: 87%.

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

Reference£º
Patent; SOUTHERN RESEARCH INSTITUTE; OYAGEN, INC.; ANANTHAN, Subramaniam; AUGELLI-SZAFRAN, Corinne E.; BENNETT, Ryan P.; SMITH, Harold C.; VENUKADASULA, Phanindra Krishna Mohan; (227 pag.)WO2019/133666; (2019); A1;,
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.42923-79-5,7-Nitro-1,2,3,4-tetrahydroisoquinoline,as a common compound, the synthetic route is as follows.,42923-79-5

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.

42923-79-5 7-Nitro-1,2,3,4-tetrahydroisoquinoline 6424833, atetrahydroisoquinoline compound, is more and more widely used in various fields.

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

81237-69-6,81237-69-6, 5-Bromo-1,2,3,4-tetrahydroisoquinoline is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A 20 mL vial was charged with 2-(4-methoxy-7-(3-methyl-1H-1,2,4-triazol-151-yl)-1H-pyrrolo[2,3-c]pyridin-3-yl)-2-oxoacetic acid (0.1 g,0.332 mmol), 5-bromo-1,2,3,4-tetrahydroisoquinoline (0.083 g, 0.332 mmol), o-benzotriazol-1-yl-N,N,N’,N’-tetramethyluroniumtetrafluoroborate (0.133 g, 0.415 mmol), Hunig’s base (0.580 mL,3.32 mmol), and DMF (3 mL). The vial was sealed and stirred at room temperature. After stirring the mixture for 70.5 h, the reaction mixture was quenched withwater. The solids that formed were collected by filtration. The mother liquorwas concentrated under reduced pressure, and a second batch of solids was collected by recrystallizing from MeOH and water. 1-(5-Bromo-3,4-dihydroisoquinolin-2(1H)-yl)-2-(4-methoxy-7-(3-methyl-1H-1,2,4-triazol-1-yl)-1H-pyrrolo[2,3-c]pyridin-3-yl)ethane-1,2-dione (0.145 g, 0.293 mmol, 88 % yield),was isolated as an off-white solid. LC/MS: m/z 495 (M+H)+, 497.02 (M+3H)+1.935 min (method 1). 1H NMR (500 MHz, DMSO-D6) delta ppm 12.42 (s, 1H),9.22-9.27 (m, 1H), 8.18-8.31 (m, 1H), 7.84 (s, 1H), 7.09-7.59 (m, 3H),4.59-4.87 (m, 2H), 3.67-3.95 (m, 5H), 2.73-2.96 (m, 2H), 2.47-2.52 (m, 3H).

The synthetic route of 81237-69-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Swidorski, Jacob J.; Liu, Zheng; Yin, Zhiwei; Wang, Tao; Carini, David J.; Rahematpura, Sandhya; Zheng, Ming; Johnson, Kim; Zhang, Sharon; Lin, Pin-Fang; Parker, Dawn D.; Li, Wenying; Meanwell, Nicholas A.; Hamann, Lawrence G.; Regueiro-Ren, Alicia; Bioorganic and Medicinal Chemistry Letters; vol. 26; 1; (2016); p. 160 – 167;,
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.170097-67-3,2-(tert-Butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-6-carboxylic acid,as a common compound, the synthetic route is as follows.,170097-67-3

General procedure: To a solution of corresponding acids (1.0mmol) in DCM (6mL) was added EDCI (1.5mmol), HOBt (1.5mmol), Et3N (3.0mmol) and corresponding amines (1.0mmol). The mixture was stirred at room temperature for 4h. The reaction mixture was diluted with saturated sodium bicarbonate aqueous solution (10mL) and extracted with DCM (3¡Á10mL). The combined organic layers were then dried and concentrated. The residue was purified by silica gel chromatography (dichloromethane/methanol, v/v, 90:10) to give the desired product.

The synthetic route of 170097-67-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Shao, Jingwei; Zhu, Kongkai; Du, Daohai; Zhang, Yuanyuan; Tao, Hongrui; Chen, Zhifeng; Jiang, Hualiang; Chen, Kaixian; Luo, Cheng; Duan, Wenhu; European Journal of Medicinal Chemistry; vol. 164; (2019); p. 317 – 333;,
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.166591-85-1,2-(tert-Butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid,as a common compound, the synthetic route is as follows.,166591-85-1

2,3-Dihydro-1H-inden-2-amine (0.240 g, 1.803 mmol) was added to a solution of 2-{tert- butoxycarbonyl)-l,2,3,4-tetrahydroisoquinoline-l-carboxylic acid (0.S g, 1.803 mmol) in DCM (10 mL) then EDC.HC1 (0.519 g, 2.70 mmol), HOAT (0.446 g, 2.70 mmol) and TEA (0.627 mL, S.41 mmol) were added under nitrogen. The reaction was stirred at room temperature for 18 h. The reaction mixture was washed with water, IN HCI, and sat. NaHCCh, dried (MgS04) and concentrated in vacuo to afford the title compound. (0870) ‘H NMR (400 MHz, DMSO-d6) delta ppm 1.28 – 1.51 (m, 9 H) 2.58 – 3.26 (m, 6 H) 3.46 – 3.63 (m, 1 H) 3.74 – 3.93 (m, 1 H) 4.28 – 4.47 (m, 1 H) 5.20 (s, 1 H) 7.05 – 7.30 (m, 7 H) 7.36 – 7.51 (m, l H) 8.57 (m, 1 H) (0871) MS ES+: 293 (M-BOC)

The synthetic route of 166591-85-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; LIWICKI, Gemma; MACK, Stephen; STEPHENSON, Anne; TEALL, Martin; WHITE, Kathryn; (168 pag.)WO2018/47983; (2018); 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