Downstream synthetic route of 22990-19-8

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

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

Preparation of potassium 1-phenyl-1,2,3,4-tetrahydroisoquinoline (II)0.3 g (1.43 mmol) 1-phenyl-1,2,3,4-tetrahydroisoquinoline is mixed with 6 mL demineralised water and 0.08 g (1.43 mmol) of KOH (solid). The suspension is agitated at room or higher temperature (e.g. 50 C), mixed there for some time and cooled to temperatures above 0 0C. The product is filtered, washed with water and dried. 0.24 g of potassium salt is formed.

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

Reference£º
Patent; KRKA, D.D., NOVO MESTO; RU?I?, Milo?; PRUDI?, Darja; PE?AVAR, Anica; ZANOTTI-GEROSA, Antonio; STROPNIK, Tadej; WO2010/12459; (2010); A2;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Downstream synthetic route of 226942-29-6

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

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 solid 2,4- dichloropyrimidine (184.8 mg, 1.240 mmol) was slowly added a solution of 6-bromo- 1,2,3,4-tetrahydroisoquinoline (262 mg, 1.235 mmol) and triethylamine (390 mu, 2.80 mmol) in NMP (3 mL). The reaction was stirred at rt for 20 min then heated to 80 C for 1 h 45 min. The reaction was then treated with morpholine (500 mu, 5.74 mmol) and heated to 100 C for 18 h. The crude reaction was purified via reverse phase Prep HPLC to afford 4-(4-(6-bromo-3,4-dihydroisoquinolin-2(lH)-yl)pyrimidin-2-yl)mophiholine, 386 mg (83%). LCMS (M+l) = 375.1, 377.1. NMR (500 MHz, CDCb) delta 8.02 – 7.98 (m, 1H), 7.38 – 7.34 (m, 2H), 7.08 (d, J=8.7 Hz, lH), 5.96 (d, J=6.0 Hz, 1H), 4.67 (s, 2H), 3.86 – 3.76 (m, 10H), 2.92 (t, J=5.8 Hz, 2H).

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

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

Simple exploration of 22990-19-8

22990-19-8, 22990-19-8 1-Phenyl-1,2,3,4-tetrahydroisoquinoline 100137, atetrahydroisoquinoline compound, is more and more widely used in various fields.

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 R)-1 -phenyl-1 ,2,3,4-tetrahydroisoquinoline (25 g) recovered from the filtrate of the resolution step, potassium hydroxide (15.5 g), water (12.5 mL), and dimethyl sulfoxide (50 mL) were placed into a clean and dry round bottom flask and stirred for 5 minutes. The reaction mixture was heated to reflux and maintained for 11 hours, 45 minutes. The reaction mass was cooled to 28C and chilled water (375 ml) was added to the reaction mixture and stirred for 35 minutes. The separated solid was then filtered, washed with water (25 mL) and dried at about 55C to afford 13 g of the title compound.

22990-19-8, 22990-19-8 1-Phenyl-1,2,3,4-tetrahydroisoquinoline 100137, atetrahydroisoquinoline compound, is more and more widely used in various fields.

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

Some tips on 81237-69-6

The synthetic route of 81237-69-6 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.81237-69-6,5-Bromo-1,2,3,4-tetrahydroisoquinoline,as a common compound, the synthetic route is as follows.,81237-69-6

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 81237-69-6 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

Analyzing the synthesis route of 99365-69-2

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

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, (2-1) 1.5 g of 7-nitro-1,2,3,4-tetrahydroisoquinoline hydrochloride was dissolved in 20 ml of ethanol, and 2.9 g of sodium hydrogencarbonate, 2.3 g of ethyl bromopropionate, and a catalytic amount of potassium iodide were added to the solution. The resulting solution was heated and stirred overnight under reflux. The resulting solution was extracted with ethyl acetate, washed with water and saturated aqueous solution of sodium chloride, and then dried with anhydrous sodium sulfate. After separating the desiccant by filtration, the product was purified by silica gel column chromatography to obtain 1.1 g of 2-(2-(ethoxycarbonyl)ethyl)-7-nitro-1,2,3,4-tetrahydroisoquinoline (yield: 57percent, oily product).

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

Reference£º
Patent; Terumo Kabushiki Kaisha; US5789595; (1998); A;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Simple exploration of 22990-19-8

22990-19-8, 22990-19-8 1-Phenyl-1,2,3,4-tetrahydroisoquinoline 100137, atetrahydroisoquinoline compound, is more and more widely used in various fields.

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

General procedure: The yield was separated by column separation (eluent: petroleum ether and ethyl acetate in a volume ratio of 5: 1)The ratio of partial dehydrogenation products and complete dehydrogenation products is determined by the NMR profile, see Table 2.

22990-19-8, 22990-19-8 1-Phenyl-1,2,3,4-tetrahydroisoquinoline 100137, atetrahydroisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Dalian Institute of Chemical Physics; Zhou Yonggui; Shi Lei; Feng Guangshou; Ji Yue; (10 pag.)CN106699657; (2017); A;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Downstream synthetic route of 215798-14-4

The synthetic route of 215798-14-4 has been constantly updated, and we look forward to future research findings.

215798-14-4, 6-(Trifluoromethyl)-1,2,3,4-tetrahydroisoquinoline hydrochloride is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,215798-14-4

2,3-Difluoro-6-nitroaniline (0.238 g, 1.37 mmole) was dissolved in anhydrous dimethylsulfoxide (6 mL). 6-(trifluoromethyl)-1,2,3,4-tetrahydroisoquinoline hydrochloride (0.49 g, 2.05 mmole) was added triethylamine (0.64 mL) and solid iodine (1 mg). The mixture was heated at reflux for 2 h. under argon. The reaction was dissolved in dichloromethane (10 mL) and extracted with water (10 mL). The aqueous layer was washed with dichloromethane (10 mL), organics pooled and washed with brine (5 mL) and then dried through a 1PS filter and evaporated to dryness. The crude material was chromatographed on a silica gel column (10 g) packed in hexanes. The column polarity was increased to 100% ethyl acetate over 12 CV, at 12 mL/min. Fractions (22 mL each) containing the product were pooled and stripped to give 2-fluoro-6-nitro-3-(6-(trifluoromethyl)-3,4-dihydroisoquinolin-2(1H)-yl)aniline (0.420 g, 87% yield)

The synthetic route of 215798-14-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SciFluor Life Sciences, Inc.; EDWARDS, D. Scott; ASKEW, Ben C.; FURUYA, Takeru; (64 pag.)US2017/355679; (2017); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

New learning discoveries about 22990-19-8

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

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

Resolution of (R:S)-1 -phenyl- 1,2,3,4-tetrahydroisoquinoline (100 g) was carried out using (D)-(-)-tartaric acid in water as per the literature method known in the art (Ref 1.- J. Chem. Soc. Perkin. Trans I, (4), 869-73 (1988), Ref. 2.- Monatshefte Fur. Chemie, vol. 53-54:956-962(1929)) and diastereomeric (D)-(-)-tartaric acid salt of (1S)- 1 -phenyl- 1,2,3,4-tetrahydroisoquinoline was filtered out as a solid. The filtrate containing enantiomerically enriched (D)-(-)-tartaric acid salt of (lR)-l-phenyl-l,2,3,4- tetrahydroisoquinoline was collected and a clear aqueous solution 40 % aq. sodium hydroxide (NaOH, 85 mL) was added at room temperature when solid was precipitated. The precipitated solid was filtered and washed with water and dried. The weight of enantiomerically enriched (lR)-l-phenyl-l,2,3,4-tetrahydroisoquinoline was 61.0 g. (% Purity by HPLC-97.0 %; % Chiral purity of R-isomer -79.0 %).

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

Reference£º
Patent; CADILA HEALTHCARE LIMITED; KOTHARI, Himanshu M.; DAVE, Mayank Ghanshyambhai; PANDEY, Bipin; WO2011/48607; (2011); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

New learning discoveries about 226942-29-6

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

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.

General procedure: The mixtures of 4-(bromomethyl)benzoic acid (200 mg, 0.93 mmol, 1 equiv.) and correspondingtetrahydroisoquinolines A (1.86 mmol, 2 equiv.) in 8 mL anhydrous THF were refluxed for 8 h,and the progress of the reaction was followed using TLC. After completion of the reaction, the reactionmixture was cooled to room temperature and the solvent was removed under vacuo. The resultantsolid was dissolved in 1N NaOH (20 mL) and then extracted with CH2Cl2 (3 20 mL). The aqueouslayer was acidified to pH = 1 using 10% HCl (20 mL), resulting in precipitation of the final compounds., 226942-29-6

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

Reference£º
Article; Jiang, Cheng-Shi; Ge, Yong-Xi; Cheng, Zhi-Qiang; Wang, Yin-Yin; Tao, Hong-Rui; Zhu, Kongkai; Zhang, Hua; Molecules; vol. 24; 14; (2019);,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Analyzing the synthesis route of 99365-69-2

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

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

a) 2-(4-N-phtalimidobutyl)-7-nitro-1,2,3,4-tetrahydroisoquinoline A mixture of 7-nitro-1,2,3,4-tetrahydroisoquinoline hydrochloride (9.87 g, 0.046 mol), N-(4-Bromobutyl)phtalimide (12.97 g, 0.046 mol), potassium carbonate (25.43 g, 0.184 mol) in dry N,N-dimethylformamide (150 mL), was stirred overnight at room temperature. The mixture was vacuum concentrated and the residue was dissolved in water (150 mL) and extracted with ethyl acetate (3*50 mL), washed with water, the organic layer was dried and evaporated to give the product (16.58 g, 95percent yield) which was used without further purification. 1H NMR (300 MHz, DMSO-D6) d ppm 1.64 (m, 2H), 1.79 (m, 2H), 2.60 (m, 2H), 2.78 (m, 2H), 2.96 (m, 2H), 3.72 (m, 4H), 7.23 (m, 1H), 7.71 (m, 2H), 7.79 (m, 3H), 8.01 (m, 1H)

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

Reference£º
Patent; Torrens Jover, Antoni; Mas Prio, Josep; Yenes Minguez, Susana; Garcia Lopez, Monica; Dordal Zueras, Alberto; Romero Alonso, Luz; Buschmann, Helmut H.; US2006/40978; (2006); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem