Month: November 2020

As a common heterocyclic compound, it belongs to tetrahydroisoquinoline compound, name is 6-Methoxy-1,2,3,4-tetrahydroisoquinoline, and cas is 42923-77-3, its synthesis route is as follows.,42923-77-3

EXAMPLE 74D /eri-butyl 6-methoxy-3,4-dihydroisoquinoline-2(l//)-carboxylate To a solution of EXAMPLE 74C (1.88 g, 11.5 mmol) in dichloromethane (40 mL) was added triethylamine (2.3 g, 23 mmol) and di-feri-butyl dicarbonate (3 g, 13.8 mmol). After stirring for 16 hours, the mixture was poured into water (50 mL) and extracted with dichloromethane (2 * 100 mL). The combined organic layers were dried over anhydrous sodium sulfate, filtered, concentrated and purified by flash chromatography on silica gel eluting with 10: 1 hexane :ethyl acetate to give the title compound. MS : 264 (M+HT).

With the complex challenges of chemical substances, we look forward to future research findings about 42923-77-3,belong tetrahydroisoquinoline compound

Reference£º
Patent; ABBOTT LABORATORIES; ABBOTT LABORATORIES TRADING (SHANGHAI) COMPANY, LTD.; VASUDEVAN, Anil; PENNING, Thomas Dale; CHEN, Huanming; LIANG, Bo; WANG, Shaohui; ZHAO, Zhongqiang; CHAI, Dikun; YANG, Leifu; GAO, Yingxiang; WO2012/97682; (2012); 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, and cas is 226942-29-6, its synthesis route is as follows.,226942-29-6

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.

With the complex challenges of chemical substances, we look forward to future research findings about 226942-29-6,belong tetrahydroisoquinoline compound

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

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO357,mainly used in chemical industry, its synthesis route is as follows.,226942-29-6

General procedure: Amine (0.25 mmol), and bromide (0.25 mmol) were taken up in acetonitrile (0.3 mL) in a conical vial equipped with a stirrer bar. Potassium carbonate (0.5 mmol) was added followed by potassium iodide (10 mol%) if required. The vial was sealed with a screwcap and the reaction was stirred at 40 C until thin layer chromatography (TLC) indicated complete consumption of the starting materials. A precipitate was formed during the reaction which was removed by filtration and the filtrate concentrated under reduced pressure. The residue was purified by flash column chromatography and sent to the Netherlands Cancer Institute (NKI) for biological testing.

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

Reference£º
Article; Milne, Kirsty; Sun, Jianhui; Zaal, Esther A.; Mowat, Jenna; Celie, Patrick H.N.; Fish, Alexander; Berkers, Celia R.; Forlani, Giuseppe; Loayza-Puch, Fabricio; Jamieson, Craig; Agami, Reuven; Bioorganic and Medicinal Chemistry Letters; vol. 29; 18; (2019); p. 2626 – 2631;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

As a common heterocyclic compound, it belong tetrahydroisoquinoline compound,6-Methoxy-1,2,3,4-tetrahydroisoquinoline,42923-77-3,Molecular formula: C10H13NO,mainly used in chemical industry, its synthesis route is as follows.,42923-77-3

To a solution of 6-methoxy-l,2,3,4-tetrahydroisoquinoline (2.0 g, 12.3 mmol)in sulfuric acid (10 mL) at -5 C was slowly added guanidine nitrate (750 mg, 6.15 mmol) and the mixture was stirred for 15 min at the same temperature. The reaction was quenched with ice-cold water and basified using potassium carbonate. The aqueous mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to yield 1.7 g of the desired compound. lU NMR (400 MHz, DMSO-de) d 2.76 (t, J= 6.0 Hz, 2H), 2.94 (t, J= 6.0 Hz, 2H), 3.83 (d, J= 6.4 Hz, 2H), 3.87 (s, 3H), 7.07 (s, 1H), 7.60 (s, 1H), 8.32 (s, 1H).

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

Reference£º
Patent; ICHNOS SCIENCES S.A.; CHAUDHARI, Sachin, Sundarlal; GHARAT, Laxmikant, Atmaram; IYER, Pravin; DHONE, Sachin, Vasantrao; ADIK, Bharat, Gangadhar; WADEKAR, Prashant, Dilip; GOWDA, Nagaraj; BAJPAI, Malini; (233 pag.)WO2020/70331; (2020); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

6-(Trifluoromethyl)-1,2,3,4-tetrahydroisoquinoline hydrochloride, cas is 215798-14-4, it is a common heterocyclic compound, the tetrahydroisoquinoline compound, its synthesis route is as follows.

Step 4: (S)-N-[I -Benzyl-2-oxo-2-(6-trifluoromethyl-3,4-dihydro-1 H-isoquinolin-2-yl)-ethyl]- N-(4-pyridin-2-yl-benzyl)-3-(4-trifluoromethyl-phenyl)-acrylamide A mixture of (S)-3-phenyl-2-{(4-pyridin-2-yl-benzyl)-[3-(4-trifluoromethyl-phenyl)-acryloyl]- amino}-propionic acid (50 mg, 0.094 mmol), TBTU (30.3 mg, 0.094 mmol), and DIPEA (0.08 mL, 0.471 mmol) in dry DMF (1 mL) was stirred at rt for 30 min. Then a solution of 6- trifluoromethyl-1 ,2,3,4-tetrahydro-isoquinoline hydrochloride in dry DMF (1 ml.) was added and the reaction mixture was stirred overnight at rt and directy purified by preparativeHPLC.LC-MS: tR = 1.04 min; [M+H]+ = 714.15.

215798-14-4, With the rapid development of chemical substances, we look forward to future research findings about 6-(Trifluoromethyl)-1,2,3,4-tetrahydroisoquinoline hydrochloride

Reference£º
Patent; ACTELION PHARMACEUTICALS LTD; WO2009/141782; (2009); 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.215798-19-9,6-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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.57060-88-5,Methyl 1,2,3,4-tetrahydroisoquinoline-3-carboxylate hydrochloride,as a common compound, the synthetic route is as follows.

57060-88-5, A mixture of 2,4-bis(benzyloxy)-5-chlorobenzoic acid 4 (2.213 g, 6 mmol), EDCI (1.38 g, 7.2 mmol), HOBt (0.973 g, 7.2 mmol), NMM (2.012 mL, 18 mmol) and hydrochloride 6 (1.639 g, 7.2 mmol) in CH2Cl2 (30 mL) was stirred for overnight at room temperature. The organic layer was washed successively with 2 M HCl and 2 M NaOH, then dried over anhydrous Na2SO4, filtered and evaporated under vacuum. The residue was purified by column chromatography over silica gel eluted with PE-EtOAc (4: 1, v/v) to give 7 (2.89 g) as a white foam with the yield 81%. HR ESIMS: m/z 542.1731 [M + H]+ (calcd. 542.1734). The structure of compound 7 was confirmed by the 1H NMR spectra of its debenzylation product obtained by boron trichloride-mediated deprotection. 1H NMR (600 MHz, acetone-d6, r.t.) delta 7.38 (s, 1H), 7.23-7.20 (m, 4H), 6.62 (s, 1H), 5.15 (br s, 1H), 4.97 (d, J = 16.3 Hz, 1H), 4.72 (br s, 1H), 3.62 (s, 3H), 3.34 (dd, J = 15.7, 5.4 Hz, 2H), 3.28 (dd, J = 15.9, 4.3 Hz, 1H). HR ESIMS: m/z 384.0618 [M + Na]+ (calcd. 384.0615).

As the paragraph descriping shows that 57060-88-5 is playing an increasingly important role.

Reference£º
Article; Liang, Chuanpeng; Hao, Huilin; Wu, Xingkang; Li, Zhenyu; Zhu, Jing; Lu, Chunhua; Shen, Yuemao; European Journal of Medicinal Chemistry; vol. 121; (2016); p. 272 – 282;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Name is Methyl 1,2,3,4-tetrahydroisoquinoline-6-carboxylate hydrochloride, as a common heterocyclic compound, it belongs to tetrahydroisoquinoline compound, and cas is 877861-62-6, its synthesis route is as follows.,877861-62-6

A mixture of 4-chloro-6,7-dimethoxyquinazoline (0.50 g, 0.0022 mol),6-methoxycarbonyl-l,2,3,4-tetrahydroisoquinoline hydrochloride (0.660 g, 2.90 mmol), potassium carbonate (0.923 g, 6.68 mmol) and N,N-dimethylacetamide (15 mL) was heated at 120 0C for 2 hours. The solvent was then evaporated, and the residue was diluted with ethyl acetate (100 mL) and washed with sodium bicarbonate (2 x 50 mL). The organics were separated and concentrated and the residue was purified by column chromatography (using 3% methanol in ethyl acetate/hexane 1 :1, ammonia 0.03%) to afford 675 mg (80 %) of methyl 2-(6,7-dimethoxyquinazolin-4-y I)- 1,2,3,4 tetrahydroisoquinoline-6-carboxylate as a pale yellow solid.

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

Reference£º
Patent; MEMORY PHARMACEUTICALS CORPORATION; AMGEN, INC.; WO2007/22280; (2007); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

As a common heterocyclic compound, it belongs to tetrahydroisoquinoline compound, name is 1-Phenyl-1,2,3,4-tetrahydroisoquinoline, and cas is 22990-19-8, its synthesis 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.

With the complex challenges of chemical substances, we look forward to future research findings about 22990-19-8,belong tetrahydroisoquinoline compound

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

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

(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 (1g) 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 eluent, 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)+.

81237-69-6, 81237-69-6 5-Bromo-1,2,3,4-tetrahydroisoquinoline 12823199, atetrahydroisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Pfizer Inc.; US5750520; (1998); A;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem