Tag: M.W:200-300

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.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

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

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

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

1 -phenyl-1 ,2,3,4-tetrahydroisoquinoline (100 g) was placed into a round bottom flask and methanol (400 mL) was added and stirred for about 5 minutes. The reaction mass was then heated to about 400C, and D-(-)-tartaric acid (71.6 g) was added. The reaction mass was further heated to about 64C and maintained for about 2 hours. The reaction mass was then allowed to cool to about 28C and ethyl acetate (200 mL) was added. The reaction mass was maintained at about 28C for about 20 minutes, and then filtered. The filtered solid was washed with methanol (100 mL) and the wet solid was dried at about 55C for about 1 hour, 20 minutes.The dry material was placed into a round bottom flask and methanol (270 mL) was added. The reaction mass was heated to about 64C and maintained for about 1 hour. The reaction mass was then allowed to cool to about 28C and ethyl acetate (136 mL) was added. The reaction mass was maintained at about 28C for about 1 hour and the solid was filtered and washed with methanol (68 ml_). The wet solid was dried at about 500C for about 1 hour. The dry solid was placed into a round bottom flask and water (938 ml_) was added. The mixture was stirred for about 10 minutes and the pH of the mixture is adjusted to about 8-9 using 10% aqueous sodium hydroxide solution. The mixture was stirred at about 28C for about 1 hour and then filtered. The filtered solid was washed with water (125 ml_) and dried at about 53C for about 9 hours to get 35.9 g of the title compound. Purity by HPLC: 99.24% by weight. Chiral purity by HPLC: 99.64% by weight.

The synthetic route of 22990-19-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; DR. REDDY’S LABORATORIES LTD.; DR. REDDY’S LABORATORIES, INC.; WO2008/128028; (2008); A2;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

215798-19-9, 6-Bromo-1,2,3,4-tetrahydroisoquinoline hydrochloride is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,215798-19-9

Step F: Preparation of l-(6-Bromo-3,4-dihydroisoquinolin-2(lH)-yl)ethanone. To a stirred slurry of 6-bromo-l,2,3,4-tetrahydroisoquinoline hydrochloride (2.460 g, 9.90 mmol) in THF (39.6 mL) was added triethylamine (4.14 mL, 29.7 mmol). The reaction mixture was cooled in an ice-bath, and acetyl chloride (0.880 mL, 12.37 mmol) was added slowly. The ice-bath was removed and the mixture was stirred at room temperature for 30 min. The mixture was diluted with ethyl acetate and washed with 1 M HCl and brine. The ethyl acetate layer was dried over sodium sulfate and the solvent was removed under reduced pressure. The residue was purified by silica gel column chromatography to give the title compound (1.983 g). LCMS m/z = 256.3 [M+H]+. 1H NMR (400 MHz, CDCl3) delta ppm 2.17 (d, J = 1.52 Hz, 3H), 2.78-2.91 (m, 2H), 3.60-3.86 (m, 2H), 4.53-4.70 (m, 2H), 6.94-7.06 (m, IH), 7.28-7.36 (m, 2 H).

The synthetic route of 215798-19-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ARENA PHARMACEUTICALS, INC.; WO2009/105206; (2009); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

99365-69-2, 7-Nitro-1,2,3,4-tetrahydroisoquinoline hydrochloride is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,99365-69-2

Into a 20 niL vial was charged 7-nitro-l,2,3,4-tetrahydroisoquinoline, hydrochloric acid (0.300 g, 1.398 mmol), 1 -hydroxybenzotriazole hydrate (0.214 g, 1.398 mmol), N-(3- dimethylaminopropyl)-N-ethylcarbodiimide hydrochloride (0.348 g, 1.817 mmol), triethylamine (0.195 ml, 1.398 mmol), 3-methoxypropionic acid (0.158 ml, 1.677 mmol), and tetrahydrofuran (7.0 ml). The reaction was stirred at room temperature for 2 hours. The reaction was diluted with ethyl acetate, and washed with IN HC1, saturated aqueous sodium bicarbonate, and brine. The organic layer was dried over MgS04, filtered and concentrated to provide the title compound. MS (DCI(+)) m/e 265 (M+H)+.

99365-69-2 7-Nitro-1,2,3,4-tetrahydroisoquinoline hydrochloride 13521670, atetrahydroisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; ABBOTT LABORATORIES; BA-MAUNG, Nwe Y.; CLARK, Richard F.; ERICKSON, Scott A.; FIDANZE, Steve D.; KAWAI, Megumi; MANTEI, Robert A.; SHEPPARD, George S.; SORENSON, Bryan K.; WANG, Gary T.; WO2011/53476; (2011); 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.81237-69-6,5-Bromo-1,2,3,4-tetrahydroisoquinoline,as a common compound, the synthetic route is as follows.,81237-69-6

STR56 5-Bromo-2-(1-(4-cyanobenzyl)-5-imidazolylmethyl)-1,2,3,4-tetrahydroisoquinoline Following the procedure described for Example 1, Step 6 but using 5-bromo-1,2,3,4-tetrahydroisoquinoline the title compound was obtained as a white solid. Analysis for C21 H19 N4 Br Calcd. C, 57.09; H, 4.34; N,12.48 found C, 57.32; H, 4.43; N,12.41

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

Reference£º
Patent; Merck & Co., Inc.; US5977134; (1999); 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.99365-69-2,7-Nitro-1,2,3,4-tetrahydroisoquinoline hydrochloride,as a common compound, the synthetic route is as follows.,99365-69-2

(4-2-1) To 125 ml of suspension in ethanol of 136 g of 7-nitro-1,2,3,4-tetrahydroisoquinoline hydrochloride was added 98 ml of triethylamine and 83 ml of ethyl acrylate, and the solution was heated and stirred overnight under reflux. The solution was concentrated under reduced pressure, and the residue was extracted with ethyl acetate, washed with water, and dried with anhydrous sodium sulfate. After separating the desiccant by filtration, the filtrate was concentrated under reduced pressure to obtain 2-(2-(ethoxycarbonyl)ethyl)-7-nitro-1,2,3,4-tetrahydroisoquinoline.

The synthetic route of 99365-69-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Terumo Kabushiki Kaisha; US5789595; (1998); 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.81237-69-6,5-Bromo-1,2,3,4-tetrahydroisoquinoline,as a common compound, the synthetic route is as follows.,81237-69-6

(b) A stirred, ice-cooled solution of the above 2:1 mixture (14.3 g) in dichloromethane (150 ml) was saturated with hydrogen chloride and then evaporated under reduced pressure to afford the corresponding hydrochloride salt which was collected and dried. A stirred mixture of platinum oxide (1 g) and a solution of the preceding hydrochloride salt in ethanol (150 ml) was hydrogenated for 30 hours at 50 psi (3.45 bar) and room temperature, then filtered. The filtrate was evaporated under reduced pressure and the residue chromatographed on silica gel, using a mixture of dichloromethane:methanol: 0.880 aqueous ammonia solution (90:10:1) as eluant, to give an 85:15 mixture (5.62 g) of 5-methyl-1,2,3,4-tetrahydroisoquinoline and 5-bromo-1,2,3,4-tetrahydroisoquinoline as an oil; major component: Rf 0.32 (SS 9), m/e 148 (M+H)+. The above 85:15 mixture was converted to the corresponding 2-trifluoroacetyl derivative mixture, using the procedure described in Preparation 3(b), to afford an oil; major component: Rf 0.90 (SS 10), m/e 244 (M+H)+.

As the paragraph descriping shows that 81237-69-6 is playing an increasingly important role.

Reference£º
Patent; Pfizer Inc.; US5798352; (1998); A;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem