Category: 215798-19-9

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.215798-19-9,6-Bromo-1,2,3,4-tetrahydroisoquinoline hydrochloride,as a common compound, the synthetic route is as follows.

Reference DSynthesis of 6-bromo-2-(4-chloro- 1 ,3 ,5-triazin-2-yl)- 1 ,2,3 , 4-tetrahydroisoquino line2,4-Dichloro-l,3,5-triazine (2.01 g, 12.7 mmol) was dissolved in 10 mL of dry DMF and the solution was cooled to 0 C. To this solution was added N,N-diisopropylethylamine, (6.65 mL, 38.2 mmol) and 6-bromo-l, 2,3, 4-tetrahydroisoquino line hydrochloride (3.26 g, 12.7 mmol). The resulting reaction mixture was stirred at 0 C to RT for 1.5 h. The reaction mixture was quenched with water (10 mL) and extracted with EtOAc. The organics were dried with MgS04, filtered and concentrated under reduced pressure. The crude material obtained was purified with medium pressure silica gel chromatography using gradient eluent, 0-40%> EtOAc in hexanes to afford 6-bromo-2-(4-chloro-l,3,5-triazin-2-yl)-l,2,3,4-tetrahydroisoquinoline (1.90 g, 46% yield) as white solid.

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

Reference£º
Patent; AMGEN INC.; BREGMAN, Howard; BUCHANAN, John, L.; CHAKKA, Nagasree; DIMAURO, Erin, F.; DU, Bingfan; NGUYEN, Hanh, Nho; ZHENG, Xiao, Mei; WO2011/103196; (2011); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

As a common heterocyclic compound, it belong tetrahydroisoquinoline compound,6-Bromo-1,2,3,4-tetrahydroisoquinoline hydrochloride,215798-19-9,Molecular formula: C9H11BrClN,mainly used in chemical industry, its synthesis route is as follows.,215798-19-9

As an alternative procedure to that contained within Description 1, a solution of 6-bromo-1,2,3,4-tetrahydroisoquinoline hydrochloride (6.0 g, 24 mmol) and triethylamine (7.4 ml, 5.36 g, 53 mmol) in dichloromethane (100 ml) was treated with trifluoroacetic anhydride (3.7 ml, 5.54 g, 26.4 mmol) with ice cooling. Mixture was stirred at 20[deg.] C. for 1.5 h. then partitioned between saturated aqueous NaHCO3 (250 ml) and dichloromethane (3*50 ml). Combined organic extracts were dried (Na2SO4) and evaporated in vacuo to give a solid (8.3 g). A mixture of the latter with copper (I) cyanide (5.1 g, 56.6 mmol) in 1-methyl-2-pyrrolidinone (100 ml) was heated at reflux under argon for 4 h, then cooled and partitioned between water (300 ml), 0.880 aqueous ammonia (100 ml) and dichloromethane (5*200 ml). Combined organic extracts were dried (Na2SO4) and evaporated in vacuo to give an oil. The latter was dissolved in ether and treated with ethereal HCl to give the title compound (4.47 g, 85%) as a colourless solid. [0130] Mass spectrum (API<+>): Found 159 (MH<+>). C10H10N2 requires 158.

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

Reference£º
Patent; SmithKline Beecham, p.l.c.; US2003/191314; (2003); A1;,
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

To a mixture of 6-bromo-l,2,3,4-tetrahydro-isoquinoline (10.60 g, 50 mmol) and t- butyl bromoacetate (9.95 g, 51 mmol, 1.02 eq.) in aceto?itrile (100 ml) are added sodium carbonate (10.6 g, 100 mmol, 2.0 eq.) and NaI ( 375 mg, 2.5 mmol, 0.05 eq.). The resulting mixture is stirred at rt for 16 hr. Water (100 ml) is added to quench the reaction, and the acetonitrile is evaporated. The residue is extracted with EtOAc (100 ml x 3), and the combined organic phase is dried over sodium sulfate and concentrated. The residue is purified by silica gel flash chromatography (EtOAc/hexane, 1 :4) to give the title compound.MS (+VE) m/z 326.10 (M++l).

215798-19-9 6-Bromo-1,2,3,4-tetrahydroisoquinoline hydrochloride 22570216, atetrahydroisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; NEUROGEN CORPORATION; WO2007/106349; (2007); A2;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

6-Bromo-1,2,3,4-tetrahydroisoquinoline hydrochloride, cas is 215798-19-9, it is a common heterocyclic compound, the tetrahydroisoquinoline compound, its synthesis route is as follows.

To a solution of 6-bromo- I ,2,3,4-tetrahydroisoquinoline hydrochloride (2.8 g, 11.3 mmol) inMeCN (50 mL) was added benzyl bromide (2.1 g, 12.4 mmol) and Cs2CO3 (11.1 g, 33.9 mmol).After addition, the resulting mixture was heated at reflux for I h. The solvent was evaporatedunder reduced pressure and the residue was dissolved in ethyl acetate (100 mL). The solutionwas then washed with brine (100 mL), dried (Na2SO4) and concentrated under reduced pressure. The crude product was purified by silica-gel chromatography (petroleum ether: ethyl acetate = 10:1) to give the title compound (2.7 g, 79% yield) as a colourless oil.

215798-19-9, With the rapid development of chemical substances, we look forward to future research findings about 6-Bromo-1,2,3,4-tetrahydroisoquinoline hydrochloride

Reference£º
Patent; GENENTECH, INC.; CONSTELLATION PHARMACEUTICALS, INC.; ALBRECHT, Brian, K.; COTE, Alexandre; GEHLING, Victor; HSIAO-WEI TSUI, Vickie; KIEFER, James, Richard, Jr.; LIANG, Jun; MAGNUSON, Steven; NASVESCHUK, Christopher, G.; PASTOR, Richard; ROMERO, F. Anthony; TAYLOR, Alexander, M.; ZHANG, Birong; (287 pag.)WO2016/112284; (2016); A1;,
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

To a round -bottom flask was added 6-bromo-l,2,3,4-tetrahydroisoquinoline hydrochloride (2.00 g, 8.05 mmol), (R)-4-(2-(2-methylpyrrolidin-l-yl)ethyl)phenylboronic acid (2.063 g, 8.85 mmol), tetrakis(triphenylphosphine)palladium (0) (0.279 g, 0.241 mmol), benzene (30.00 mL), ethanol (10.00 mL), and 2.0 M aqueous solution of sodium bicarbonate (8.05 mL, 16.09 mmol). The reaction mixture was refluxed for 6 h. Upon completion, water was added and the mixture was extracted with ethyl acetate. The organic layer was washed with brine, dried over Na2S04, and concentrated. The residue was taken up in 1 M HC1 solution and washed with ethyl acetate. The aqueous layer was basified with 10% aqueous NaOH to pH~l 1, extracted with ethyl acetate, and concentrated. The residue was purified by silica gel column, eluting with 5-10% 2.0 M ammonia in methanol/DCM to give a yellow solid (1.20 g). LCMS m/z = 321.4 [M+H]+; NMR (400 MHz, DMSO- ) delta ppm 0.99-1.04 (m, 3H), 1.22-1.33 (m, 1H), 1.59-1.69 (m, 2H), 1.81-1.92 (m, 1H), 2.13 (q, J = 8.67 Hz, 1H), 2.20-2.34 (m, 2H), 2.65-2.83 (m, 5H), 2.94-3.04 (m, 3H), 3.10-3.18 (m, 1H), 3.91 (s, 2H), 7.09 (d, J = 8.08 Hz, 1H), 7.29 (d, J = 8.08 Hz, 2H), 7.33-7.40 (m, 2H), 7.53 (d, J = 8.08 Hz, 2H)., 215798-19-9

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.; WEI, Zheng; GROTTICK, Andew J.; MILLS, David M.; SMITH, Brian M.; WO2013/151982; (2013); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

6-Bromo-1,2,3,4-tetrahydroisoquinoline hydrochloride, cas is 215798-19-9, it is a common heterocyclic compound, the tetrahydroisoquinoline compound, its synthesis route is as follows.,215798-19-9

Step A: Preparation of t¡ãrt-Butyl 6-Bromo-3,4-dihydroisoquinoline-2(l//)- carboxylate.To a solution of 6-bromo- 1,2,3, 4-tetrahydroisoquinoline hydrochloride (1.00 g, 4.02 mmol) in EtOH (20 mL) was added sodium hydrogencarbonate (1.69 g, 20.1 mmol) and i-tert- butyl dicarbonate (0.966 g, 4.43 mmol). The reaction mixture was allowed to stir for 16 h at room temperature. The reaction mixture was then concentrated. The residue was diluted with H2O and extracted three times with EtOAc. The combined organics were dried over Na2SO4, filtered, and concentrated to give the title compound (1.15 g) as a clear oil. LCMS m/z = 311.9 [M+H]+; 1H NMR (400 MHz, Methanol-^) delta ppm 1.45-1.51 (m, 9H), 2.81 (t, J= 5.81 Hz, 2H), 3.29-3.34 (m, 2H), 3.61 (t, J= 5.68 Hz, 2H), 4.50 (s, 2H), 7.04 (d, J= 8.08 Hz, IH).

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

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

As a common heterocyclic compound, it belongs to tetrahydroisoquinoline compound, name is 6-Bromo-1,2,3,4-tetrahydroisoquinoline hydrochloride, and cas is 215798-19-9, its synthesis route is as follows.,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).

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

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

As a common heterocyclic compound, it belong tetrahydroisoquinoline compound,6-Bromo-1,2,3,4-tetrahydroisoquinoline hydrochloride,215798-19-9,Molecular formula: C9H11BrClN,mainly used in chemical industry, its synthesis route is as follows.,215798-19-9

To a suspension of compound 1h (HCl salt, 1.03 g, 4.16 mmol) and CDI (0.74 g, 4.57 mmol) in CH2Cl2 (8 mL) was added Et3N (0.665 mL, 4.78 mmol). The reaction was stirred at room temperature overnight. To the reaction mixture was added water, and the resultant mixture was extracted with CH2Cl2. The organic layer was dried over Na2SO4 and concentrated. The residue was triturated from EtOAc/hexanes to afford compound 1i (1.03 g). The crude compound 1i was used in the next reaction without further purification. MS m/z (M+H+) 306. 1H NMR (300 MHz, CDCl3): delta 7.93 (s, 1H), 7.36 (m, 2H), 7.27 (m, 1H), 7.14 (m, 1H), 6.98 (d, 1H, J=6.6 Hz), 4.69 (s, 2H), 3.81 (m, 2H), 2.99 (m, 2H).

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

Reference£º
Patent; Zhang, Yue-Mei; Connolly, Peter J.; Lin, Shu-Chen; MacIelag, Mark J.; US2012/101081; (2012); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

6-Bromo-1,2,3,4-tetrahydroisoquinoline hydrochloride, cas is 215798-19-9, it is a common heterocyclic compound, the tetrahydroisoquinoline compound, its synthesis route is as follows.

To a dry 100 mL pressure bottle under nitrogen was added 2-chloro-4-(pyridin-3-yl)pyrimidine (961 mg, 5.02 mmol), 6-bromo-l,2,3,4-tetrahydroisoquinoline, HQ (1.40 g, 5.63 mmol) and acetonitrile (60 mL). The reaction was flushed briefly with argon, treated with Hunig’s base (2.6 mL, 14.89 mmol), capped and heated at 130 C for 18 h. The resulting tan solid was collected by vacuum filtration to afford 6-bromo-2-(4-(pyridin-3-yl)pyrimidin-2-yl)- 1,2,3,4-tetrahydroisoquinoline, 1.62 g (88%). LCMS (M+l) = 367.0 and 369.0.

215798-19-9, As the rapid development of chemical substances, we look forward to future research findings about 215798-19-9

Reference£º
Patent; VIIV HEALTHCARE UK (NO.5) LIMITED; BOWSHER, Michael S.; DESKUS, Jeffrey; EASTMAN, Kyle J.; GILLIS, Eric P; FRENNESSON, David B; IWUAGWU, Christiana; NAIDU, B. Narasimhulu; PARCELLA, Kyle E.; PEESE, Kevin M; SAULNIER, Mark G; SIVAPRAKASAM, Prasanna; (220 pag.)WO2018/127801; (2018); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

As a common heterocyclic compound, it belong tetrahydroisoquinoline compound,6-Bromo-1,2,3,4-tetrahydroisoquinoline hydrochloride,215798-19-9,Molecular formula: C9H11BrClN,mainly used in chemical industry, its synthesis route is as follows.,215798-19-9

Step C: Preparation of Intermediate (R)-6-(4-(2-(2-Methylpyrrolidin-1- yl)ethyl)phenyl)-1,2,3,4-tetrahydroisoquinoline. To a round-bottom flask was added 6-bromo-1,2,3,4-tetrahydroisoquinoline hydrochloride (2.00 g, 8.05 mmol), (R)-4-(2-(2-methylpyrrolidin- 1 -yl)ethyl)phenylboronic acid (2.063 g, 8.85 mmol), tetrakis(triphenylphosphine)palladium (0) (0.279 g, 0.24 1 mmol), benzene (30.00 mL), ethanol (10.00 mL), and 2.0 M aqueous solution of sodium bicarbonate(8.05 mL, 16.09 mmol). The reaction mixture was refluxed for 6 h. Upon completion, water was added and the mixture was extracted with ethyl acetate. The organic layer was washed with brine, dried over Na2SO4, and concentrated. The residue was taken up in 1 M HC1 solution and washed with ethyl acetate. The aqueous layer was basified with 10% aqueous NaOH to pH-4 1, extracted with ethyl acetate, and concentrated. The residue was purified by silica gel column,eluting with 5-10% 2.0 M ammonia in methanol/DCM to give a yellow solid (1.20 g). LCMSm/z = 321.4 [M+H] ?H NMR (400 MHz, DMSO-d6) oe ppm 0.99-1.04 (m, 3H), 1.22-1.33 (m,1H), 1.59-1.69 (m, 2H), 1.81-1.92 (m, 1H), 2.13 (q, J= 8.67 Hz, 1H), 2.20-2.34 (m, 2H), 2.65-2.83 (m, 5H), 2.94-3.04 (m, 3H), 3.10-3.18 (m, 1H), 3.91 (s, 2H), 7.09 (d, J= 8.08 Hz, 1H),7.29 (d, J = 8.08 Hz, 2H), 7.33-7.40 (m, 2H), 7.53 (d, J = 8.08 Hz, 2H).

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

Reference£º
Patent; ARENA PHARMACEUTICALS, INC.; REN, Albert; SEMPLE, Graeme; TRAN, Thuy-Anh; WEI, Zheng; GROTTICK, Andrew J.; MILLS, David M.; SMITH, Brian M.; WO2014/28322; (2014); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem