Month: October 2020

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.

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., 226942-29-6

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

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

877861-62-6, Methyl 1,2,3,4-tetrahydroisoquinoline-6-carboxylate hydrochloride is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,877861-62-6

To a solution of 6-methoxycarbonyl-l ,2,3,4-tetrahydroisoquinoline hydrochloride (34.2 mg, 0.15 mmol) and triethylamine (83.6 muL, 0.6 mmol) in N,N-dimethylformamide (1 mL, 13 mmol) and water (25 muL, 1.39 mmol) was added benzyl bromide (16 muL, 0.135 mmol). The reaction was allowed to stir overnight at room temperature. The solvent was removed in vacuo and the residue obtained was partitioned between DCE (3 x 5 mL) and saturated aqueous sodium bicarbonate (5 mL). The organic layer was washed with brine, dried over magnesium sulfate, filtered and concentrated. LCMS confirmed formation of intermediate [(FA) ES+282].

The synthetic route of 877861-62-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MILLENNIUM PHARMACEUTICALS, INC.; BLACKBURN, Christopher; CIAVARRI, Jeffrey; GIGSTAD, Kenneth; XU, He; WO2010/151318; (2010); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

22990-19-8, 1-Phenyl-1,2,3,4-tetrahydroisoquinoline is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,22990-19-8

Example 1: Preparation of phenyl 1-phenyl-3,4-dihydro-1H-isoquinoline-2-carboxylate (II); A solution of racemic 1-phenyl-1,2,3,4-tetrahydro-isoquinoline (100 mg, 0.48 mmols) in tetrahydrofuran (500 mul) is added with diphenyl carbonate (102.36 mg, 0.48 mmols) and dimethylaminopyridine in catalytic amount and refluxed. After completion of the reaction, the solvent is evaporated off under reduced pressure and the product is isolated by flash chromatography. The title product is obtained as a yellow oil in 75% yield. 1-H-NMR (400 MHz, CDCl3) delta 2.85-2.94 (1H, m), 3.10-3.21 (1H, m), 3.35-3.56 (1H, br s), 4.22-4.31 (1H, m), 6.54-6.59 (1H, s), 7.09-7.44 (15H, m).

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

Reference£º
Patent; Dipharma Francis S.r.l.; EP2088148; (2009); A2;,
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.42923-77-3,6-Methoxy-1,2,3,4-tetrahydroisoquinoline,as a common compound, the synthetic route is as follows.,42923-77-3

(a) 6-Methoxy-2-capryloyl-1,2,3,4-tetrahydroisoquinoline 4.0 g of 6-methoxy-1,2,3,4-tetrahydroisoquinoline and 3.5 ml of triethylamine in 50 ml of methylene chloride are initially introduced, and a solution of 4.0 g of octanoyl chloride in 10 ml of methylene chloride is added dropwise with stirring and cooling. The mixture is stirred at room temperature for 1 hour, then shaken with 1N hydrochloric acid, sodium carbonate solution and water, and the organic phase is dried over magnesium sulfate and evaporated in a rotary evaporator. The crude product (6.7 g of colorless oil) is reacted further without purification.

As the paragraph descriping shows that 42923-77-3 is playing an increasingly important role.

Reference£º
Patent; Hoechst Aktiengesellschaft; US4717724; (1988); A;,
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

To a solution of 6- bromo-l,2,3,4-tetrahydroisoquinoline (4.19 g, 19.7 mmol) in DCM (75 mL) was added 4- fluoro-2-methylbenzaldehyde (3.0 g, 22 mmol) and acetic acid (1.13 mL, 19.7 mmol). Then sodium triacetoxyborohydride (5.4 g, 26 mmol) was added. The mixture was stirred at RT for 16 hrs. The mixture was quenched with water and extracted with DCM. The organic layer was washed with brine, dried over Na2S04 and concentrated. The residue was purified by recrystallization with EtOAc to give 6-bromo-2-(4-fluoro-2- methylbenzyl)-l,2,3,4-tetrahydroisoquinoline (3.4 g, 10.17 mmol, 51.5 % yield). LCMS (M+H) = 333.95 and 335.90.

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

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

923591-51-9, 5-Bromo-1,2,3,4-tetrahydroisoquinoline hydrochloride is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,923591-51-9

2-Acetyl-5-bromo-l,2,3,4-tetrahydroisoquinoline5-Bromo-l,2,3,4-tetrahydroisoquinoline hydrochloride (2.0 g, 8.0 mmol) was taken up in diethyl ether (20 mL) and washed with NaOH (aq, IN), dried (Na2SO4) and concentrated to give the free amine (1.67 g) that was dissolved in pyridine (15 mL) and cooled to 0 0C. Acetic anhydride (0.82 mL, 8.7 mmol) was added dropwise and the reaction was stirred at RT overnight. Azeotropic evaporation with toluene several times gave the product as a white solid (1.9 g, 94%).1H NMR (SOO MHz, DMSO-d6): delta 7.53 – 7.46 (m, IH), 7.27 – 7.11 (m, 2H), 4.66 and 4.61 rotamers 4:6 (s, 2H), 3.73 – 3.66 (m, 2H), 2.83 and 2.71 rotamers 6:4 (t, J= 6.1 Hz, 2H), 2.09 and 2.07 rotamers 6:4 (s, 3H); APCI-MS m/z: 254/256 1:1 [MH+].

The synthetic route of 923591-51-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/7747; (2009); A2;,
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

Sodium cyanoborohydride (5.9 g) was added to a methanol (450 mL) solution of the compound (10 g) obtained in the above reaction 1), aqueous 37 percent formaldehyde solution (10.4 mL) and acetic acid (4 mL), and stirred at 50¡ãC for 15 hours. The precipitated solid was collected through filtration, and washed with methanol. The resulting crude product was purified through basic silica gel column chromatography (hexane/ethyl acetate) to give the entitled compound as a colorless solid (8.7 g). 1H-NMR (CDCl3) delta: 7.99 (1H, dd, J = 8.5, 2.0 Hz), 7.92 (1H, d, J = 2.0 Hz), 7.26 (1H, d, J = 8.5 Hz), 3.65 (2H, s), 3.01 (2H, t, J = 5.9 Hz), 2.73 (2H, t, J = 5.9 Hz), 2.49 (3H, s). ESI-MS Found: m/z[M+H] 193.

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

Reference£º
Patent; Banyu Pharmaceutical Co., Ltd.; EP2213673; (2010); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

57196-62-0, 6-Methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

57196-62-0, To an ice bath cooled mixture of 6-methoxy-1,2, 3, 4-tetrahydroisoquinoline hydrochloride salt from part a) (23 g, 115.2 [MMOL)] and triethylamine (48 mL) in dichloromethane (400 mL) was added [TRIFLUOROACETIC] anhydride (19.5 mL). The solution was stirred for 1 hour at room temperature before quenching with saturated sodium bicarbonate. The organic layer was removed, dried [(MGS04)] and purified by chromatography on silica eluting with 10% EtOAc/Hexane up to 30% EtOAc/Hexane yielding the title compound D16 as a clear oil (7.75 [G).] MH+ 260.’H NMR [8] (CDCI3) 2.88-2. 98 (2H, t), 3.74-3. 90 (5H, m), 4.63-4. 75 (2H, d), 6.65-6. 84 (2H, m), 7.01-7. 10 (1H, m).

As the paragraph descriping shows that 57196-62-0 is playing an increasingly important role.

Reference£º
Patent; GLAXO GROUP LIMITED; WO2003/99786; (2003); A2;,
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.170097-67-3,2-(tert-Butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-6-carboxylic acid,as a common compound, the synthetic route is as follows.

General procedure: To a solution of corresponding acids (1.0mmol) in DCM (6mL) was added EDCI (1.5mmol), HOBt (1.5mmol), Et3N (3.0mmol) and corresponding amines (1.0mmol). The mixture was stirred at room temperature for 4h. The reaction mixture was diluted with saturated sodium bicarbonate aqueous solution (10mL) and extracted with DCM (3¡Á10mL). The combined organic layers were then dried and concentrated. The residue was purified by silica gel chromatography (dichloromethane/methanol, v/v, 90:10) to give the desired product., 170097-67-3

The synthetic route of 170097-67-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Shao, Jingwei; Zhu, Kongkai; Du, Daohai; Zhang, Yuanyuan; Tao, Hongrui; Chen, Zhifeng; Jiang, Hualiang; Chen, Kaixian; Luo, Cheng; Duan, Wenhu; European Journal of Medicinal Chemistry; vol. 164; (2019); p. 317 – 333;,
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.57196-62-0,6-Methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride,as a common compound, the synthetic 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%).

57196-62-0 6-Methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride 2920335, atetrahydroisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; STERIX LIMITED; WO2008/117061; (2008); A2;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem