Category: 226942-29-6

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 of 6-bromo-1 ,2,3,4-tetrahydroisoquinoline (2.86g, 12 mmol, Allichem LLC), zinc cyanide (1.76g, 15 mmol) and tetrakis(triphenylphosphine)palladium (0) (1.33g, 1.2 mmol) in DMF (20ml) was split between two microwave vials and heated (microwave) for 60min at 1300C. The mixture was concentrated in vacuo and the residue dissolved in DCM and loaded onto a silica cartridge. The cartridge was eluted with a gradient of 2M ammonia in methanol / DCM (5-10%). The appropriate fractions were combined and evaporated in vacuo to give 1 ,2,3,4-tetrahydro-6- isoquinolinecarbonitrile (1.41 g) as a colourless solid. LCMS (Method formate): Retention time 0.36min, MH+ = 158

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

Reference£º
Patent; GLAXO GROUP LIMITED; BAILEY, James, Matthew; BIT, Rino, Antonio; DEMONT, Emmanuel, Hubert; HARRISON, Lee, Andrew; JONES, Katherine, Louise; SMETHURST, Christian, Alan, Paul; WITHERINGTON, Jason; WO2010/146105; (2010); 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.

The compound (2.253 g) obtained in Example 17-1 was dissolved in anhydrous THF (11 ml) and added with a 1 mol/l borane-THF complex/THF solution (manufactured by Kanto Chemical Co., Inc.) (55.4ml). The whole was refluxed overnight under heating. After the whole was left for cooling, methanol was added thereto and the solvent was distilled off. The resultant was added with 1 mol/l hydrochloric acid and refluxed under heating for 3 hours. After completion of the reaction, the solution was cooled with ice and added with a 1 mol/l sodium hydroxide aqueous solution and 27% ammonium water, followed by extraction with chloroform. The extract was dried with magnesium sulfate and the solvent was distilled off. The resultant was dissolved in anhydrous dichloromethane (40 ml), added with triethylamine (1.53 ml), and cooled with ice. Trifluoroacetic anhydride (1.55 ml) was added thereto and the whole was stirred at room temperature for 1 hour. After completion of the reaction, the resultant was added with a saturated aqueous sodium hydrogen carbonate solution, subjected to extraction with chloroform, and dried with magnesium sulfate. The solvent was distilled off under reduced pressure, thereby obtaining the subject compound (2.23 g) as a white solid. MS(FAB,Pos.):m/z=308,310[M+H]+

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

Reference£º
Patent; Kureha Corporation; EP1724263; (2006); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

6-Bromo-1,2,3,4-tetrahydroisoquinoline, cas is 226942-29-6, it is a common heterocyclic compound, the tetrahydroisoquinoline compound, its synthesis route is as follows.

To a solution of 6-bromo-1,2,3,4-tetrahydroisoquinoline (0.700 g, 3.30 mmol) in DCM (30 mL) was added Intermediate 1-13 (0.640 g, 3.63 mmol) followed by sodium triacetoxyborohydride (1.40 g, 6.60 mmol). The resulting reaction mixture was stirred at ambient temperature for 14 h. The reaction mixture was diluted by water (50 mL) and extracted with DCM (2 x 50 mL). The combined extracts were washed with brine (50mL), dried over anhydrous sodium sulfate and concentrated. The crude was washed withdiethyl ether (2 x 50 mL) to afford Intermediate 6A (1.05 g, 73.5 %) as a brown solid. ?HNIVIR (400 MHz, DMSO-d6) ppm 2.70-2.80 (m, 6 H), 2.99 (t, J= 10 Hz, 2 H), 3.59 (s, 2H), 5.37 (s, 2 H), 7.03 (d, J= 10.8 Hz, 1 H), 7.27 (d, J= 2.4 Hz, 1 H), 7.31 (s, 1 H), 7.50(d, J= 10.4 Hz, 1 H), 7.56 (s, 1 H), 7.76 (d, J= 10.4 Hz, 1 H). LCMS (MethodR):retention time 1.03 mi (M+H) 374.2.

With the rapid development of chemical substances, we look forward to future research findings about 226942-29-6

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; GUNAGA, Prashantha; RICHTER, Jeremy; YADAV, Navnath Dnyanoba; PANDA, Manoranjan; GODESI, Sreenivasulu; (132 pag.)WO2017/184662; (2017); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

6-Bromo-1,2,3,4-tetrahydroisoquinoline, cas is 226942-29-6, it is a common heterocyclic compound, the tetrahydroisoquinoline compound, its synthesis route is as follows.

To a mixture of 4-(2-chloro-4-pyrimidinyl)mophiholine (910 mg, 4.56 mmol) and 6-bromo-l,2,3,4- tetrahydroisoquinoline (967 mg, 4.56 mmol) is added anhydrous NMP (12 mL) and the reaction is flushed well with nitrogen. The reaction is then treated with NN- diisopropylethylamine (2.0 mL, 11.45 mmol), capped and placed in a 120 C oil bath for 16 hours. Crude LC/MS seems to indicate complete conversion to the desired product. Removed NuMuRho and Hunig’s base under a stream of nitrogen while heating at 80 C overnight. A yellow solid remained. Took up the solid in EtOAc, heated to dissolve most material in minimum amount of solvent, filtered while hot, allow to cool to RT slowly to give 1.65g (91%) of 4-(2-(6-bromo-3,4-dihydroisoquinolin-2(lH)-yl)pyrimidin-4- yl)morpholine as a pale yellow solid as recrystallized material. LCMS (M+l) = 374.7 and (0235) 376.7.

With the rapid development of chemical substances, we look forward to future research findings about 226942-29-6

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

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

A solution of 6-bromo tetrahydroisoquinoline (300 mg, 1.42 mmol) in CH2Cl2 (8 mL) was cooled to 0 C, and i-Pr2NEt (243 mg, 1.88 mmol) and CbzCl (322 mg, 1.88 mmol) were added. The reaction was stirred at room temperature for 16 h. The reaction was diluted with CH2Cl2 (10 mL) and poured into water (20 mL). The layers were separated, and the aqueous layer was extracted with CH2Cl2 (3 x 20 mL). The combined organic layers were dried (Na2SO4) and concentrated under reduced pressure. The crude mixture was purified via flash column chromatography eluting with EtOAc:hexanes (5:95) to give 400 mg (81%) of 9 as a colorless oil: 1H NMR (400 MHz) delta 7.41 – 7.27 (comp, 7 H), 6.97 (d, J = 10.3 Hz, 1 H), 5.18 (s, 2 H), 4.59 (s, 2 H), 3.70 (br s, 2 H), 2.82 (br s, 2 H); HRMS (ESI) m/z C17H16BrNO2 (M+Na)+ calcd for 368.0257 and 370.0238; found 368.0257 and 370.0238.

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

Reference£º
Article; Linkens, Kathryn; Schmidt, Hayden R.; Sahn, James J.; Kruse, Andrew C.; Martin, Stephen F.; European Journal of Medicinal Chemistry; vol. 151; (2018); p. 557 – 567;,
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

To a solution of the acid structural unit S27 (1.5 g) in dichloromethane (5 ml/mmol) there was added at 0 C. diisopropylethylamine (2.5 eq.), followed by N-hydroxybenzotriazole (HOBt) (1 eq.) and N-ethyl-N’-(3-dimethylaminopropyl)carbodiimide hydrochloride (EDCI) (1.5 eq.). The resulting reaction mixture was stirred for 15 min. at 23 C. It was then cooled to 0 C., and 6-bromo-1,2,3,4-tetrahydroisoquinoline (1.2 eq., dissolved in dichloromethane) was added dropwise. The reaction mixture was stirred for 16 h at 25 C. until the reaction was complete. The mixture was diluted with dichloromethane (100 ml) and extracted with saturated ammonium chloride solution, saturated sodium chloride solution, saturated sodium hydrogen carbonate solution and again with saturated sodium chloride solution. The organic phase was dried (Na2SO4) and concentrated in vacuo. The crude product was purified by column chromatography (5% ethyl acetate in dichloromethane). Yield: 80%

The synthetic route of 226942-29-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Gruenenthal GmbH; US2008/153843; (2008); 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

To a solution of Boc-L-proline (Int-5a, 406 mg, 1.88 mmol) in 10 mL of DMF was added amine Int-6a (400 mg, 1.88 mmol), EDCI (450 mg, 2.35 mmol), HOBT (317 mg, 2.35 mmol), and Hunig’s base (0.65 mL, 3.76 mmol). The resulting reaction was heated at 85 0C and allowed to stir at this temperature for 16 hours. The reaction mixture was cooled to room temperature and was then partitioned between EtOAc and water. The organic phase was separated and the aqueous phase was further extracted with EtOAc. The combined organic phases were dried (MgSO4) and concentrated in vacuo to provide a crude residue which was purified using (ISCO) flash column chromatography (EtO Ac/Hex, 0 to 50% EtOAc eluent ) to provide compound Int-6b (680 mg, 88%).

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

Reference£º
Patent; SCHERING CORPORATION; ROSENBLUM, Stuart, B.; CHEN, Kevin, X.; KOZLOWSKI, Joseph, A.; NJOROGE, F., George; COBURN, Craig, A.; WO2010/132538; (2010); 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

6-Bromo-2-methyl-1,2,3,4-tetrahydroisoquinolineTo a solution of 6-bromo-1 ,2,3,4-tetrahydroisoquinoline (1 g, 4.72 mmol) in formic acid (10 mL, 261 mmol) was added formaldehyde (37%) (2 mL, 72.6 mmol). The reaction was stirred at 150 C for 15 min in a microwave reactor. T he reaction mixture was concentrated under vaccum, cooled to 0 C, quenched with saturated NaHC03solution, extracted with EtOAc (2X), The organic layer washed with brine, dried under anhydrous Na2S04and filtered. The filtrate was reduced under pressure to afford 6-bromo-2-methyl- 1 ,2,3,4-tetrahydroisoquinoline (900 mg, 3.85 mmol, 82 % yield). LC-MS m/z 226 (M+H)+, 1.29 min (ret. time). The crude compound was used for next step without further purification.

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

Reference£º
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; ASTEX THERAPEUTICS LIMITED; BOEHM, Jeffrey Charles; DAVIES, Thomas Glanmor; WOOLFORD, Alison Jo-anne; GRIFFITHS-JONES, Charlotte Mary; WILLEMS, Hendrika Maria Gerarda; NORTON, David; SAXTY, Gordon; HEIGHTMAN, Thomas Daniel; LI, Tindy; KERNS, Jeffrey K.; DAVIS, Roderick S.; YAN, Hongxing; WO2015/92713; (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.226942-29-6,6-Bromo-1,2,3,4-tetrahydroisoquinoline,as a common compound, the synthetic route is as follows.

Step 2 Sodium bicarbonate (1.21 kg) and Boc2O (2.62 kg) were added to a solution of 6-bromo-1,2,3,4tetrahydroisoquinoline (2.55 kg, 12.02 mol, 1.00 equivalent) in ethyl acetate (12.5 L) and water (12.5 L) at 20 C., and the reaction solution was stirred at 20 C. for 12 hours. After the reaction was completed, the reaction mixture was allowed to stand for layering, and the aqueous phase was extracted again with ethyl acetate (10 L*2). The organic phases were combined and washed once with water (10 L), dried over anhydrous sodium sulfate, filtered and concentrated to give N-tert-butoxycarbonyl-6bromo-1,2,3,4-tetrahydroisoquinoline (3.5 kg, 11.21 mol, yield of 91.4%, purity of 98%) as a yellow oil. m/z 256, 258 (1:1) [M+H-56]+; 1H NMR (400 MHz, CDCl3) delta=7.29 (m, 2H), 6.98 (d, 1H), 4.51 (s, 2H), 3.63 (t, 2H), 2.81 (t, 2H), 1.49 (s, 9H).

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

Reference£º
Patent; Chia Tai Tianqing Pharmaceutical Group Co., Ltd.; YAN, Xiaobing; HUANG, Wei; LI, Dan; DING, Charles Z.; LIU, Fei; ZHANG, Xiquan; (26 pag.)US2019/284146; (2019); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem