Category: 57196-62-0

The tetrahydroisoquinoline compound, name is 6-Methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride,cas is 57196-62-0, mainly used in chemical industry, its synthesis route is as follows.

6-methoxytetrahydroisoquinoline hydrochloride (39.9 mg, 0.2 mmol),Molybdenum disulfide (4mg, 0.025mmol),And a stirring bar into the reaction tube,After replacing inert gas,Add 1 ml DMF,Seal the reaction tube.Place the reaction tube in a 150C oil bath reaction pot.Stir the reaction for 18 hours;After cooling to room temperature,Remove the catalyst by filtrationThe filtrate was diluted with 15 mL of water.And extracted three times with ethyl acetate,15mL each time;Combine the extracts,Dry with anhydrous sodium sulfate.filter,The filtrate was concentrated under reduced pressure.With ethyl acetate:The crude product was subjected to column chromatography with petroleum ether=1:3 (containing 1% triethylamine) as eluent to obtain a pure product.Yellow solid,Melting point63-64C,Yield 91%., 57196-62-0

As the rapid development of chemical substances, we look forward to future research findings about 57196-62-0

Reference£º
Patent; Xiangtan University; Gong Xing; Xie Guilin; Cai Changqun; Ma Juan; (19 pag.)CN107827817; (2018); A;,
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, a) 1 ,2,3 ,4-Tetrahvdro-isoquinolin-6-ol hydrobromide6-Methoxy-l,2,3,4-tetrahydro-isoquinoline hydrochloride, prepared as in WO 2004/26305, (18.9 g, 94 mmol) in 48% aqueous hydrobromic acid was heated at 100 C for 12 h and then cooled to 0 C. The solid was filtered off, washed with t-butyl methyl ether and dried. Yield= 17.1 g (79%) APCI-MS m/z: 150 [M+H+];1HNMR (400 MHz, DMSOd6) delta2.91 (t, 2H), 3.27 – 3.35 (m, 2H), 4.13 (t, 2H), 4.52 (s, IH), 6.59 (d, IH), 6.66 (dd, IH), 7.00 (d, IH), 9.07 (s, 2H) ppm.

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

Reference£º
Patent; ASTRAZENECA AB; WO2006/65215; (2006); 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.57196-62-0,6-Methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride,as a common compound, the synthetic route is as follows.,57196-62-0

5.84 3-{4-[4-(6-METHOXY-3,4-DIHYDRO-1H-ISOQUINOLIN-2-YLMETHYL)-BENZYLOXY]-1-OXO-1,3-DIHYDRO-ISOINDOL-2-YL}-PIPERIDINE-2,6-DIONE To the CH3CN (10 ml) solution of 3-(4-(4-(bromomethyl)benzyloxy)-1-oxoisoindolin-2-yl)piperidine-2,6-dione (0.365 g, 0.823 mmol) was added 6-methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride (0.247 g, 1.235 mmol) and N-ethyl-N-isopropylpropan-2-amine (0.408 ml, 2.470 mmol) at room temperature overnight. Solvent was evaporated and the residue was stirred in CH2Cl2 (100 ml) and washed with sat NaHCO3 (2*30 ml), brine (20 ml) and evaporated to an oil, which was purified by silica gel column (MeOH/CH2Cl2) to give 3-{4-[4-(6-Methoxy-3,4-dihydro-1,1-isoquinolin-2-ylmethyl)-benzyloxy]-1-oxo-1,3-dihydro-isoindol-2-yl}-piperidine-2,6-dione (0.26 g, 60% yield); mp, 169-171 C. HPLC: Waters Symmetry C-18, 3.9*150 mm, 5 mum, 1 mL/min, 240 nm, gradient from 10/90 to 70/30 in 5 min, isocratic at 70/30 for 5 min (CH3CN/0.1% H3PO4), 4.72 min (98.3%). 1H NMR (DMSO-d6) delta 1.90-2.06 (m, 1H, CHH), 2.32-2.46 (m, 1H, CHH), 2.53-2.71 (m, 3H, CH2, CHH), 2.71-2.83 (m, 2H, CH2), 2.83-3.02 (m, 1H, CHH), 3.46 (br. s., 2H, CH2), 3.55-3.81 (m, 5H, CH2, CH3), 4.18-4.50 (m, 2H, CH2), 5.12 (dd, J=5.2, 13.3 Hz, 1H, NCH), 5.23 (br. s., 2H, CH2), 6.58-6.74 (m, 2H, Ar), 6.89 (d, J=9.1 Hz, 1H, Ar), 7.24-7.62 (m, 7H, Ar), 10.98 (br. s., 1H, NH). 13C NMR (DMSO-d6) delta 22.36, 28.94, 31.21, 45.10, 50.12, 51.58, 54.92, 61.51, 69.45, 111.91, 112.93, 114.97, 115.24, 126.73, 127.26, 127.72, 128.82, 129.81, 129.94, 131.81, 133.31, 135.22, 138.28, 153.51, 157.45, 168.01, 169.07, 170.96, 172.83. LC/MS m/e=526. Anal Calcd for C31H31N3O5 (+1.1 H2O): C, 68.27; H, 6.14; N, 7.70. Found: C, 68.08; H, 5.92; N, 7.47.

The synthetic route of 57196-62-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Man, Hon-Wah; Muller, George W.; Ruchelman, Alexander L.; Khalil, Ehab M.; Chen, Roger Shen-Chu; Zhang, Weihong; US2011/196150; (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.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 mixture of 5-bromo-2-pyrimidin-2-yl-pyrimidine (100 mg, 422 muiotaetaomicron, the product of step 3 in Example 1), 6-methoxy-l,2,3,4-tetrahydroisoquinoline hydrochloride (84.2 mg, 422 muiotaetaomicron), Pd2(dba)3 (386 mg, 422 muiotaetaomicron), Ruphos (197 mg, 422 muiotaetaomicron) and sodium ie/t-butoxide (40.5 mg, 422 muiotaetaomicron) in toluene (5 mL) was heated at 100 C with stirring for 2 hrs under N2. The reaction mixture was diluted with H20 and extracted with EA (30 mL) for three times. The combined organic layer was dried over Na2S04 and concentrated in vacuo. The residue was purified by pre- HPLC to give 6-methoxy-2-(2-pyrimidin-2-ylpyrimidin-5-yl)-3,4-dihydro-lH-isoquinoline (3 mg) as light yellow solid. lH NMR (400 MHz, CDCI3) delta ppm: 3.05 (t, 2 H), 3.52 (s, 2 H), 3.73 (t, 2 H), 3.82 – 3.86 (m, 3 H), 4.55 (s, 2 H), 6.78 (d, 1 H), 6.84 (dd, 1 H), 7.18 (d, 1 H), 7.35 (br. s., 1 H), 8.51 – 8.68 (m, 2 H), 8.92 – 9.05 (m, 2 H).

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

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CHENG, Zhanling; WANG, Jianhua; WANG, Min; YANG, Song; (81 pag.)WO2018/83136; (2018); 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.57196-62-0,6-Methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride,as a common compound, the synthetic route is as follows.,57196-62-0

6-Methoxy-1,2,4,4-tetrahydroisoquinoline hydrochloride (2.0 g, 10 mmol) and triethylamine (3.03 g, 30 mmol) were dissolved in dichloromethane (100 mL) Di-tert-butyl dicarbonate (2.62 g, 12 mmol) was added and reacted at room temperature for 2 hours. (50 mL), the organic phase was combined, washed with saturated brine, dried over anhydrous sodium sulfate and concentrated in vacuo to give the crude product (3.0 g).

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

Reference£º
Patent; Shandong Xuanzhu Pharmaceutical Technology Co., Ltd.; Wu Yongqian; (29 pag.)CN104876914; (2017); B;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

6-Methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride, cas is 57196-62-0, it is a common heterocyclic compound, the tetrahydroisoquinoline compound, its synthesis route is as follows.

5.84 3-{4-[4-(6-METHOXY-3,4-DIHYDRO-1H-ISOQUINOLIN-2-YLMETHYL)-BENZYLOXY]-1-OXO-1,3-DIHYDRO-ISOINDOL-2-YL}-PIPERIDINE-2,6-DIONE To the CH3CN (10 ml) solution of 3-(4-(4-(bromomethyl)benzyloxy)-1-oxoisoindolin-2-yl)piperidine-2,6-dione (0.365 g, 0.823 mmol) was added 6-methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride (0.247 g, 1.235 mmol) and N-ethyl-N-isopropylpropan-2-amine (0.408 ml, 2.470 mmol) at room temperature overnight. Solvent was evaporated and the residue was stirred in CH2Cl2 (100 ml) and washed with sat NaHCO3 (2*30 ml), brine (20 ml) and evaporated to an oil, which was purified by silica gel column (MeOH/CH2Cl2) to give 3-{4-[4-(6-Methoxy-3,4-dihydro-1,1-isoquinolin-2-ylmethyl)-benzyloxy]-1-oxo-1,3-dihydro-isoindol-2-yl}-piperidine-2,6-dione (0.26 g, 60% yield); mp, 169-171 C. HPLC: Waters Symmetry C-18, 3.9*150 mm, 5 mum, 1 mL/min, 240 nm, gradient from 10/90 to 70/30 in 5 min, isocratic at 70/30 for 5 min (CH3CN/0.1% H3PO4), 4.72 min (98.3%). 1H NMR (DMSO-d6) delta 1.90-2.06 (m, 1H, CHH), 2.32-2.46 (m, 1H, CHH), 2.53-2.71 (m, 3H, CH2, CHH), 2.71-2.83 (m, 2H, CH2), 2.83-3.02 (m, 1H, CHH), 3.46 (br. s., 2H, CH2), 3.55-3.81 (m, 5H, CH2, CH3), 4.18-4.50 (m, 2H, CH2), 5.12 (dd, J=5.2, 13.3 Hz, 1H, NCH), 5.23 (br. s., 2H, CH2), 6.58-6.74 (m, 2H, Ar), 6.89 (d, J=9.1 Hz, 1H, Ar), 7.24-7.62 (m, 7H, Ar), 10.98 (br. s., 1H, NH). 13C NMR (DMSO-d6) delta 22.36, 28.94, 31.21, 45.10, 50.12, 51.58, 54.92, 61.51, 69.45, 111.91, 112.93, 114.97, 115.24, 126.73, 127.26, 127.72, 128.82, 129.81, 129.94, 131.81, 133.31, 135.22, 138.28, 153.51, 157.45, 168.01, 169.07, 170.96, 172.83. LC/MS m/e=526. Anal Calcd for C31H31N3O5 (+1.1 H2O): C, 68.27; H, 6.14; N, 7.70. Found: C, 68.08; H, 5.92; N, 7.47.

With the rapid development of chemical substances, we look forward to future research findings about 57196-62-0

Reference£º
Patent; Man, Hon-Wah; Muller, George W.; Ruchelman, Alexander L.; Khalil, Ehab M.; Chen, Roger Shen-Chu; Zhang, Weihong; US2011/196150; (2011); 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

6-Methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride (2. 0g,10mmol)And triethylamine (3.038, 30 mmol) were dissolved in dichloromethane (100 mL) Acetic anhydride (1.53 g, 15 mmol) was added and reacted at room temperature for 2 hours. Water (50 mL) was added and the aqueous phase was extracted with dichloromethane (50 mL X). The organic phases were combined, Washed with saturated brine, dried over anhydrous sodium sulfate and concentrated in vacuo to give the crude product (2.2 g).

The synthetic route of 57196-62-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Shandong Xuanzhu Pharmaceutical Technology Co., Ltd.; Wu Yongqian; (29 pag.)CN104876914; (2017); B;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem