Month: September 2020

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

226942-29-6, 6-Bromo-1,2,3,4-tetrahydroisoquinoline is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,226942-29-6

A mixture of4-chloro-benzo[4,5]furo[3 ,2-d]pyrimidine (1.06 g, 5.19 mmol), 6-bromo- 1,2,3,4-tetrahydroisoquinoline (1.0 g, 4.7 mmol), potassium carbonate (1.95 g, 14.1 mmol) and sodium iodide (0.71 g, 4.7 mmol) in dioxane (50 mL) was heated at 90 C for 6 hrs. The mixture was diluted with EtOAc and washed with water, brine, dried over Na2SO4 and concentrated. The residue was purified by recrystallization with EtOAc to give 4-(6- bromo-3 ,4-dihydroisoquinolin-2( 1H)-yl)benzofuro[3 ,2-d]pyrimidine (1.2 g, 3.16 mmol,66.9 % yield). LCMS (M+H): 379.90, 381.90.

As the paragraph descriping shows that 226942-29-6 is playing an increasingly important role.

Reference£º
Patent; VIIV HEALTHCARE UK (NO.5) LIMITED; EASTMAN, Kyle J.; KADOW, John F.; NAIDU, B. Narasimhulu; PARCELLA, Kyle E.; PATEL, Manoj; SIVAPRAKASAM, Prasanna; TU, Yong; (275 pag.)WO2017/25915; (2017); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

A common heterocyclic compound, the tetrahydroisoquinoline compound, name is 6-(Trifluoromethyl)-1,2,3,4-tetrahydroisoquinoline hydrochloride,cas is 215798-14-4, mainly used in chemical industry, its synthesis route is as follows.

To a 1,4-dioxane solution (300 muL) of 4-(methylthio)-1-{[5-(trifluoromethyl)thiophen-2-yl]methyl}-1,3,5-triazin-2(1H)-one (30.7 mg, 0.100 mmol) synthesized in Reference Synthesis Example 33, 6-(trifluoromethyl)-1,2,3,4-tetrahydroisoquinoline hydrochloride (35.6 mg, 0.150 mmol) and triethylamine (27.9 muL, 0.200 mmol) were added and the resultant reaction solution was stirred for 4 hours under reflux by heating. After completion of the reaction, the reaction solution was concentrated and the obtained residue was purified by silica gel (amino-based) column chromatography (hexane/ethyl acetate = 1/1) to obtain the title compound (Ex1) (28.1 mg, yield 61 %) as a colorless solid.

215798-14-4, As the rapid development of chemical substances, we look forward to future research findings about 215798-14-4

Reference£º
Patent; Nissan Chemical Industries, Ltd.; NIWA, Masatoshi; INABA, Yusuke; IWAMOTO, Toshimasa; SHINTANI, Yusuke; NAGAI, Hiroshi; EGI, Jun; ADACHI, Michiaki; HIRAI, Yuichi; (84 pag.)EP3053917; (2016); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

A common heterocyclic compound, the tetrahydroisoquinoline compound, name is 1,2,3,4-Tetrahydroisoquinoline,cas is 91-21-4, mainly used in chemical industry, its synthesis route is as follows.

91-21-4, 2-Methanesulfonyl-l52,354-tetrahydro-isoquinolin-7-ylamine was prepared as follows: A solution of l5253,4-tetrahydro-isoquinolin-7-ylamine (1.255g)[ prepared from 1,2,3,4-tetrahydroisoquinoline according to J. Med. Chem., 2003, 46(5), pp831- 7.], NEt3 (l.lmL) and methanesulfonylchloride (0.6mL) in dry CH2Cl2 (2OmL) was stiired at R.T. overnight. Aqueous work-up followed by purification on silica gave 2- methanesulfonyl-7-nitro-l,25354-tetrahydro-isoquinoline (1.435g).

As the rapid development of chemical substances, we look forward to future research findings about 91-21-4

Reference£º
Patent; LUDWIG INSTITUTE FOR CANCER RESEARCH; CANCER RESEARCH TECHNOLOGY LIMITED; INSTITUTE OF CANCER RESEARCH: ROYAL CANCER HOSPITAL; ASTELLAS PHARMA INC; PIRAMED LIMITED; WO2007/42806; (2007); 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.215798-14-4,6-(Trifluoromethyl)-1,2,3,4-tetrahydroisoquinoline hydrochloride,as a common compound, the synthetic route is as follows.,215798-14-4

Example 20; 1 -phenyl -S-U-re-ftrifluoromethvD-S^-dihvdro-?d ffl-isoalphauinolinvnbutvD-IH-indole-S- carboxylic acid; To a solution of methyl 3-{4-[(methylsulfonyl)oxy]butyl}-1 -phenyl-1 H-indole-5-carboxylate (Intermediate 93) (120 mg, 0.3 mmol) in MIBK (10 ml), was added K2CO3 (105 mg, 0.75 mmol) and 6-(trifluoromethyl)-1 ,2,3,4-tetrahydroisoquinoline hydrochloride (72 mg, 0.36 mmol). The reaction mixture was stirred at 12O0C for 2 days. The mixture was filtered and the filtrate was evaporated. The residue was purified on SiO2 eluting with dichloromethane to dichloromethane/ethyl acetate 95/5 to give the ester (15 mg). The ester was diluted with methanol, NaOH 1 N (3 ml) was added and the mixture was stirred at reflux for 24 hours. The mixture was cooled and HCI 1 N ( 3 ml) was added. The mixture was concentrated and, the residue was purified on SiO2 eluting with dichloromethane to dichloromethane/ethyl acetate 95/5. The product was triturating in cyclohexane and the solid obtained was filtered and washed with pentane to give after drying the title compound as a cream solid (9 mg, 6%).MR1H (300 MHz), CDCI3 delta: 8.36 (s, 1 H), 7.83 (d, 1 H, J=9.63 Hz), 7.41 (m, 5H), 7.29 (m, 3H), 7.1 1 (s, 1 H), 7.06 (d, 1 H, J=8.61 Hz), 3.79 (m, 2H), 2.96 (m, 2H), 2.90 (m, 2H), 2.82 (m, 2H), 2.68 (m, 2H), 1.78 (m, 4H). TOF MS ES+ exact mass calculated for C29H27F3N2O2: 493.2103 (M+H)+ Found: 493.2105 (M+H)+ ; RT= 2.97 min.

As the paragraph descriping shows that 215798-14-4 is playing an increasingly important role.

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/47240; (2009); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

226942-29-6, 6-Bromo-1,2,3,4-tetrahydroisoquinoline is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,226942-29-6

General procedure: To the solution of amine (2a-10a) (1mmol) in DCM (5mL), triethylamine (2mmol) was added followed by benzylsulfonyl chloride, 2-Phenylethanesulfonyl chloride, benzene sulfonyl chloride, benzoyl chloride or phenylacetyl chloride (1.5mmol), and the mixture was stirred overnight at room temperature. The reaction was filtered, concentrated and solved by EA (20mL), then washed with ethyl acetate (3¡Á15mL). The organic was combined and was dried over Na2SO4. After filtration, the filtrate was removed in vacuo. The residue was purified by silica gel column chromatography to give 2b-12b, 16b-17b.

226942-29-6 6-Bromo-1,2,3,4-tetrahydroisoquinoline 15885183, atetrahydroisoquinoline compound, is more and more widely used in various fields.

Reference£º
Article; Cao, Zhonglian; Fu, Wei; Ma, Xiaojun; Sun, Nannan; Wang, Yonghui; Xu, Jun; Zhou, Kaifeng; Zhu, Chen; European Journal of Medicinal Chemistry; vol. 187; (2020);,
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.99365-69-2,7-Nitro-1,2,3,4-tetrahydroisoquinoline hydrochloride,as a common compound, the synthetic route is as follows.,99365-69-2

a) 2-(4-N-phtalimidobutyl)-7-nitro-1,2,3,4-tetrahydroisoquinoline A mixture of 7-nitro-1,2,3,4-tetrahydroisoquinoline hydrochloride (9.87 g, 0.046 mol), N-(4-Bromobutyl)phtalimide (12.97 g, 0.046 mol), potassium carbonate (25.43 g, 0.184 mol) in dry N,N-dimethylformamide (150 mL), was stirred overnight at room temperature. The mixture was vacuum concentrated and the residue was dissolved in water (150 mL) and extracted with ethyl acetate (3*50 mL), washed with water, the organic layer was dried and evaporated to give the product (16.58 g, 95percent yield) which was used without further purification. 1H NMR (300 MHz, DMSO-D6) d ppm 1.64 (m, 2H), 1.79 (m, 2H), 2.60 (m, 2H), 2.78 (m, 2H), 2.96 (m, 2H), 3.72 (m, 4H), 7.23 (m, 1H), 7.71 (m, 2H), 7.79 (m, 3H), 8.01 (m, 1H)

As the paragraph descriping shows that 99365-69-2 is playing an increasingly important role.

Reference£º
Patent; Torrens Jover, Antoni; Mas Prio, Josep; Yenes Minguez, Susana; Garcia Lopez, Monica; Dordal Zueras, Alberto; Romero Alonso, Luz; Buschmann, Helmut H.; US2006/40978; (2006); 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.226942-29-6,6-Bromo-1,2,3,4-tetrahydroisoquinoline,as a common compound, the synthetic route is as follows.

General procedure: The mixtures of 4-(bromomethyl)benzoic acid (200 mg, 0.93 mmol, 1 equiv.) and correspondingtetrahydroisoquinolines A (1.86 mmol, 2 equiv.) in 8 mL anhydrous THF were refluxed for 8 h,and the progress of the reaction was followed using TLC. After completion of the reaction, the reactionmixture was cooled to room temperature and the solvent was removed under vacuo. The resultantsolid was dissolved in 1N NaOH (20 mL) and then extracted with CH2Cl2 (3 20 mL). The aqueouslayer was acidified to pH = 1 using 10% HCl (20 mL), resulting in precipitation of the final compounds., 226942-29-6

As the paragraph descriping shows that 226942-29-6 is playing an increasingly important role.

Reference£º
Article; Jiang, Cheng-Shi; Ge, Yong-Xi; Cheng, Zhi-Qiang; Wang, Yin-Yin; Tao, Hong-Rui; Zhu, Kongkai; Zhang, Hua; Molecules; vol. 24; 14; (2019);,
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 mixture of the required 1,2,3,4-tetrahydroisoquinoline derivative (1 equivalent), NaHCO3 (2 equivalents), and the appropriate substituted nitroaryl derivative or 2-chloro-3,5-dinitropyridine (1 equivalent) was heated at reflux in a mixture of ethanol : water (2:1) with stirring (15 hours). After cooling to room temperature, the ethanol was evaporated and the residue was poured onto ice yielding a solid. The solid was collected and dried in a vacuum desiccator over P2O5 giving the crude N-(nitroaryl)-1,2,3,4-tetrahydroisoquinoline derivative or 1,2,3,4-tetrahydro-2-(3,5-dinitropyridin-2-yl)isoquinoline 12.

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; Burke, Philip J.; Chun Wong, Lai; Jenkins, Terence C.; Knox, Richard J.; Stanforth, Stephen P.; Bioorganic and Medicinal Chemistry Letters; vol. 21; 24; (2011); p. 7447 – 7450;,
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

Resolution of (R:S)-1 -phenyl- 1,2,3,4-tetrahydroisoquinoline (100 g) was carried out using (D)-(-)-tartaric acid in water as per the literature method known in the art (Ref 1.- J. Chem. Soc. Perkin. Trans I, (4), 869-73 (1988), Ref. 2.- Monatshefte Fur. Chemie, vol. 53-54:956-962(1929)) and diastereomeric (D)-(-)-tartaric acid salt of (1S)- 1 -phenyl- 1,2,3,4-tetrahydroisoquinoline was filtered out as a solid. The filtrate containing enantiomerically enriched (D)-(-)-tartaric acid salt of (lR)-l-phenyl-l,2,3,4- tetrahydroisoquinoline was collected and a clear aqueous solution 40 % aq. sodium hydroxide (NaOH, 85 mL) was added at room temperature when solid was precipitated. The precipitated solid was filtered and washed with water and dried. The weight of enantiomerically enriched (lR)-l-phenyl-l,2,3,4-tetrahydroisoquinoline was 61.0 g. (% Purity by HPLC-97.0 %; % Chiral purity of R-isomer -79.0 %).

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

Reference£º
Patent; CADILA HEALTHCARE LIMITED; KOTHARI, Himanshu M.; DAVE, Mayank Ghanshyambhai; PANDEY, Bipin; WO2011/48607; (2011); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem