Category: 22990-19-8

The tetrahydroisoquinoline compound, cas is 22990-19-8 name is 1-Phenyl-1,2,3,4-tetrahydroisoquinoline, mainly used in chemical industry, its synthesis route is as follows.

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)., 22990-19-8

As the rapid development of chemical substances, we look forward to future research findings about 22990-19-8

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.22990-19-8,1-Phenyl-1,2,3,4-tetrahydroisoquinoline,as a common compound, the synthetic route is as follows.

A round bottom flask was loaded with IQL (50 g), IPA (350 ml), and water (150 ml). The mixture was heated to 60 C. for dissolution. Then D-tartaric acid (36 g) was added, and the solution was cooled to 25 C. The product was isolated after 2.5 hours by vacuum filtration, washed with IPA (2¡Á50 ml), dried in a vacuum oven at 50 C. over the weekend to obtain (S)-IQL tartrate (33.5 g, 80% yield, 100% enantiomeric purity). ; A round bottom flask was loaded ask was loaded with IQL (10 g), IPA, and water. The mixture was heated to 60 C. for dissolution. Then D-tartaric acid was added, and the solution was cooled and stirred. Where applicable, seeding was performed during the cooling step. The product was isolated by vacuum filtration, washed with a mixture of water and IPA, and dried in vacuum oven at 50 C. over the TABLE 1 Tartaric Stirring acid Acid time (molar IPAH2O addition after Cooling equiv. (ml/g (ml/g temp. cooling temp. Enantiomeric Yield to IQL) of IQL) of IQL) ( C.) Seeding (hrs) ( C.) Purity (%) 1 7 3 60 – 2.5 RT 98.4 83.5 1 6 3 60 – 2.5 RT 98.6 81.4 1 7 2 60 – 2.5 RT 98.8 87.1 1 7 4 60 – 2.5 RT 97.7 75.5 1 5.6 2.4 60 – 2.5 RT 98.2 85.0 1 8.4 3.6 60 – 2.5 RT 99.8 77.1 1 7 3 40 – 2.5 RT 98.1 80.0 1 7 3 25 – 2.5 RT 97.6 79.0 1 7 3 60 + 2.5 RT 98.7 77.9 1 7 3 60 – 5 RT 98.7 79.2 1 7 3 60 – 15 RT 89.9 85.4 1 7 3 60 – 2.5 15 C. 99.6 91.8 1 7 3 60 – 2.5 5 C. 99.5 92.0 weekend to obtain (S)-IQL tartrate. The experiments and results are summarized in Table 1.

22990-19-8, As the paragraph descriping shows that 22990-19-8 is playing an increasingly important role.

Reference£º
Patent; Perlman, Nurit; Nidam, Tamar; US2008/91023; (2008); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

1-Phenyl-1,2,3,4-tetrahydroisoquinoline, cas is 22990-19-8, it is a common heterocyclic compound, the tetrahydroisoquinoline compound, its synthesis route is as follows.

1.98 g (2.0 mmol) of PS carbodiimide resin were added to a solution of 209 mg (1.0 mmol) of 1-phenyl-1,2,3,4-tetrahydroisoquinoline and 275 mg (1.0 mmol) of 4-oxo-4-(3-(trifluoromethyl)benzylamino)butyric acid (intermediate VVV01) in a mixture of DCM and DMF (82 ml, 40:1 vv) and the mixture was shaken for 16 h at RT. Then the resin was filtered off and it was washed with DCM and MeOH. The filtrate was concentrated to small volume under vacuum. Column chromatography (DCM/EtOH 40:1) of the residue produced 287 mg (0.6 mmol, 62%) of 4-oxo-4-(1-phenyl-3,4-dihydroisoquinolin-2(1H)-yl)-N-(3-(trifluoromethyl)benzyl)butyric acid amide. MS: m/z 467.2 [M+H]+., 22990-19-8

With the rapid development of chemical substances, we look forward to future research findings about 22990-19-8

Reference£º
Patent; GRUNENTHAL GMBH; US2010/152234; (2010); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

1-Phenyl-1,2,3,4-tetrahydroisoquinoline, cas is 22990-19-8, it is a common heterocyclic compound, the tetrahydroisoquinoline compound, its synthesis route is as follows.

General procedure: To a solution of alcohol 1 (1.0 mmol) in DMSO (2 mL), was added at 0 C propylphosphonic anhydride (T3P) (1.0 mmol, 50 % solution in ethyl acetate) and the resulting reaction mixture was stirred at room temperature for 1-2 h under nitrogen atmosphere. The reaction was monitored by TLC, after the completion of reaction, the solvent was removed under reduced pressure. The crude product was taken in toluene, amine 2 (1.2 mmol) and acetic acid (0.5 equiv) was added and stirred further for 1-2 h. After completion of the reaction, the mixture was diluted with water (20 mL) and neutralized with 10 % NaHCO3 solution. The product was extracted with ethyl acetate (10 mL) and the combined organic phase was washed with water (10 mL) and brine solution. The organic phase was dried over anhydrous Na2SO4. The solvent was dried under reduced pressure to afford a crude product, which was purified on silica gel using ethyl acetate and petroleum ether (Scheme-I)., 22990-19-8

With the rapid development of chemical substances, we look forward to future research findings about 22990-19-8

Reference£º
Article; Dinesha; Mantelingu; Asian Journal of Chemistry; vol. 31; 2; (2019); p. 261 – 267;,
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.22990-19-8,1-Phenyl-1,2,3,4-tetrahydroisoquinoline,as a common compound, the synthetic route is as follows.

22990-19-8, A solution of 3,4-dimethoxyphenethylamine (1.1 mmol) and DIPEA (2.2 mmol) in THF (10 ml) was slowly added to a THF solution (10 ml) of triphosgene (0.44 mmol) And stirred for 30-45 minutes. Then, a solution of 1-phenyl-1,2,3,4-tetrahydroisoquinoline (1.1 mmol) in THF (10 ml) was added and stirred overnight. The salt was filtered, and the filtrate was evaporated and column chromatography (EA: Hexane) was carried out to obtain the title compound.

As the paragraph descriping shows that 22990-19-8 is playing an increasingly important role.

Reference£º
Patent; The Industry & Academic Cooperation in Chungnam National University (IAC); Jung, Sang-Hun; Woo, Sun-Hee; Kim, Sang- Kyum; Jeon, Eun-Seok; Lee, Yu-Jung; Meunikam, Manoj; Jalani, Hiteshkumar; Sharma, Niti; (205 pag.)KR2016/108281; (2016); A;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

1-Phenyl-1,2,3,4-tetrahydroisoquinoline, cas is 22990-19-8, it is a common heterocyclic compound, the tetrahydroisoquinoline compound, its synthesis route is as follows.

EXAMPLE 14 STR20 2-(2-chloropropionyl)-1-phenyl-1,2,3,4-tetrahydroisoquinoline By procedures described in Example 1 (Method A), phenethylamine and benzoyl chloride were converted to 1-phenyl-1,2,3,4-tetrahydroisoquinoline. A reaction vessel was charged with 3.0 g of this isoquinoline compound, 5 ml 10% sodium hydroxide and 50 ml methylene chloride. With this mixture stirred, 1 ml 2-chloropropionyl chloride was added dropwise to the mixture. The mixture was stirred for 10 minutes, then water was added. The organic extract was dried with magnesium sulfate, stripped of solvent and subjected to Kugelrohr distillation (170 C. a 0.1 mm Hg) to provide 2.3 g of a viscous yellow oil product having the elemental analysis reported in Table I.

With the rapid development of chemical substances, we look forward to future research findings about 22990-19-8

Reference£º
Patent; Monsanto Company; US4755218; (1988); A;,
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.22990-19-8,1-Phenyl-1,2,3,4-tetrahydroisoquinoline,as a common compound, the synthetic route is as follows.

EXAMPLE 14 STR20 2-(2-chloropropionyl)-1-phenyl-1,2,3,4-tetrahydroisoquinoline By procedures described in Example 1 (Method A), phenethylamine and benzoyl chloride were converted to 1-phenyl-1,2,3,4-tetrahydroisoquinoline. A reaction vessel was charged with 3.0 g of this isoquinoline compound, 5 ml 10% sodium hydroxide and 50 ml methylene chloride. With this mixture stirred, 1 ml 2-chloropropionyl chloride was added dropwise to the mixture. The mixture was stirred for 10 minutes, then water was added. The organic extract was dried with magnesium sulfate, stripped of solvent and subjected to Kugelrohr distillation (170 C. a 0.1 mm Hg) to provide 2.3 g of a viscous yellow oil product having the elemental analysis reported in Table I.

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

Reference£º
Patent; Monsanto Company; US4755218; (1988); A;,
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.22990-19-8,1-Phenyl-1,2,3,4-tetrahydroisoquinoline,as a common compound, the synthetic route is as follows.

General procedure: To a solution of bromoacetyl chloride (1.40g, 8.17mmol) in10mL of dry THF cooled at 0C, under argon atmosphere, was added dropwise, under vigorous stirring, a solution of the appropriate amine (5.45mmol) and triethylamine (0.276g, 2.72mmol) in dry THF (10mL). After 30min at 0 and 30min at room temperature the reaction mixture was quenched by the addition of 50ml of H2O and extracted with dichloromethane (3¡Á50ml). The combined organic extracts were washed with saturated NaHCO3 and brine, and then dried over anhydrous Na2SO4. Evaporation under reduced pressure gave the crude 3-bromopropanamide derivatives (1-3) which were purified by flash chromatography on silica gel, using CH2Cl2 and cyclohexane as eluent.

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

Reference£º
Article; Ronsisvalle, Simone; Arico, Giuseppina; Panarello, Federica; Spadaro, Angelo; Pasquinucci, Lorella; Pappalardo, Maria S.; Parenti, Carmela; Ronsisvalle, Nicole; Bioorganic and Medicinal Chemistry; vol. 24; 21; (2016); p. 5280 – 5290;,
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

1. 4 will be 43. 63g (0.208mol) 1.3 Phenyl-1,2,3,4-dihydroisoquinoline obtained in the above step (1) was dissolved 305 ml of isopropanol and 130 ml of water,Heated to 70 C, the raw materials completely dissolved,Then, 31. 28 g (0.208 m?) of D-tartaric acid was added,And the reaction temperature 30min, to tartaric acid completely dissolved, stop heating and cooling to room temperature, continue stirring for 3h, a white crystal precipitation, filtration, and washing with isopropanol, the white solid drying at 50 C,(S) -l-phenyl-1,2,3,4-tetrahydroisoquinoline tartrate 32. 75 g, yield 43.7%.

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

Reference£º
Patent; Jinan Healtang Biotech Co,Ltd; Meng, Qingwen; Wang, Wubao; Zhao, Haifeng; (11 pag.)CN103159677; (2016); B;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem