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

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

New learning discoveries about 170097-67-3

The synthetic route of 170097-67-3 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.170097-67-3,2-(tert-Butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-6-carboxylic acid,as a common compound, the synthetic route is as follows.,170097-67-3

To a solution of 2-{[(1 ,1-dimethylethyl)oxy]carbonyl}-1 ,2,3,4-tetrahydro-6- isoquinolinecarboxylic acid (100 mg, 0.36 mmol), HOBt (50 mg, 0.37 mmol), EDCI (70 mg, 0.37 mmol) and triethylamine (80 mul_, 0.58 mmol) in DCM (5 ml.) was added Intermediate 66 (75 mg, 0.29 mmol) and the resulting mixture was stirred at room temperature for 1 week. The organic phase was washed successively with a 1 N solution of hydrochloric acid, with a 1 N solution of sodium hydroxide, with brine, dried over Na2SO4, filtered and evaporated under reduced pressure. The residue was purified by flash column chromatography eluting with DCM / MeOH: 95 / 5 to give the title compound as a yellow oil (25 mg, 17%). LC/MS: m/z 518 (M+H)+, Rt : 4.05 min.

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

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/150196; (2009); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Downstream synthetic route of 170097-67-3

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

170097-67-3, 2-(tert-Butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-6-carboxylic acid is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Intermediate 25: 1 ,1-Dimethylethyl 6-[(1 /-/-pyrazol-4-ylamino)carbonyl1-3,4-dihydro- 2(1 HVisoalphauinolinecarboxylate; To a solution of 1 H-pyrazol-4-amine (1.87 g, 22.5 mmol), N-(3-dimethylaminopropyl)- N’-ethylcarbodiimide hydrochloride (5.18 g, 27 mmol), 1-hydroxybenzotriazole hydrate (3.65 g, 27 mmol) and triethylamine (6.3 ml_, 45 mmol) in DMF was added 2- {[(I J-dimethylethyOoxylcarbonylJ-i ^^^-tetrahydro-theta-isoquinolinecarboxylic acid (5.62 g, 20.3 mmol) and the reaction mixture was stirred at room temperature for 16 hours. The volatiles were removed under reduced pressure, the residue was dissolved in MeOH and potassium hydroxide (5.04 g, 90 mmol), water (100 ml.) was added and the mixture was heated at 500C for 15 min. The MeOH was evaporated under reduced pressure and the solid which crystallized was filtered and recrystallized from acetonitrile to give the title compound as a solid (3.7 g, 48%). LC/MS: m/z 341 (M-H)+, Rt: 2.80 min., 170097-67-3

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

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/74824; (2008); A2;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Simple exploration of 57196-62-0

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

57196-62-0,57196-62-0, 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-methoxytetrahydroisoquinoline hydrochloride (39.9 mg, 0.2 mmol),Manganese chloride tetrahydrate (5.9 mg, 0.03 mmol),And a stirrer in 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 10 hours;After cooling to room temperature,Diluted with 15mL water,And extracted three times with ethyl acetate,15mL each time;Combine the extracts,Dry with anhydrous sodium sulfate and 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 point 63-64C, yield 81%.

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; Xiangtan University; Gong Xing; Xie Guilin; Cai Changqun; Zhang Jingyu; (19 pag.)CN107986927; (2018); A;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

New learning discoveries about 215798-19-9

The synthetic route of 215798-19-9 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.215798-19-9,6-Bromo-1,2,3,4-tetrahydroisoquinoline hydrochloride,as a common compound, the synthetic route is as follows.,215798-19-9

Triethylamine (2.8ml, 20 mmol) was added to a suspension of 6-bromo-1 ,2,3,4- tetrahydroisoquinoline hydrochloride (1g, 4.0 mmol, ASW MedChem Product List) and di-tert-butyl dicarbonate (1.87ml, 8.1 mmol) in methanol (10ml) at room temperature under nitrogen. The mixture was stirred overnight and then for a further 6h. The solvent was evaporated to give a white solid, which was partitioned between DCM and saturated sodium hydrogen carbonate solution, the organic dried (hydrophobic frit), and concentrated. The residue was dried under vacuum overnight, dissolved in methanol and applied to an SCX SPE (2Og). The cartridge was eluted with methanol and the fractions combined and evaporated to give 1 ,1- dimethylethyl 6-bromo-3,4-dihydro-2(1 H)-isoquinolinecarboxylate as a pale yellow gum (1.22g). LCMS (Method formate): Retention time 1.38min, MH+ = 312 / 314.

The synthetic route of 215798-19-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLAXO GROUP LIMITED; BAILEY, James, Matthew; BIT, Rino, Antonio; DEMONT, Emmanuel, Hubert; HARRISON, Lee, Andrew; JONES, Katherine, Louise; SMETHURST, Christian, Alan, Paul; WITHERINGTON, Jason; WO2010/146105; (2010); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Brief introduction of 22990-19-8

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

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

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 %).

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

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

Brief introduction of 42923-79-5

The synthetic route of 42923-79-5 has been constantly updated, and we look forward to future research findings.

42923-79-5, 7-Nitro-1,2,3,4-tetrahydroisoquinoline is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,42923-79-5

7-nitrotetrahydroisoquinoline (35.6 mg, 0.2 mmol), graphene oxide (8 mg),And a stirrer is placed in the reaction tube, after replacing the inert gas,Add 1 ml of DMF and seal the reaction tube. Place the reaction tube in a 150C oil bath reaction potThe reaction was stirred for 18 hours; after cooling to room temperature, the catalyst was removed by filtration.The filtrate was diluted with 15 mL of water, diluted with 15 mL of water and extracted 3 times with ethyl acetate, 15 mL each time; the extracts were combined and dried over anhydrous sodium sulfate and filtered.The filtrate was concentrated under reduced pressure, and the crude product was subjected to column chromatography with ethyl acetate:petroleum ether=1:3 (containing 1% triethylamine) as eluent to obtain a pure product.Brown oil, yield 46%.

The synthetic route of 42923-79-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Xiangtan University; Gong Xing; Xie Guilin; Cai Changqun; Zhang Jingyu; (19 pag.)CN107827816; (2018); A;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Downstream synthetic route of 57196-62-0

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

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

Step B: N-[4-(6-Methoxy-3,4-dihydro-1H-isoquinolin-2-yl)-2,6-dimethyl-phenyl]-3,3-dimethylbutanamide Bis(dibenzylidineacetone)palladium (2 mg, 0.0035 mmol) and (2′-dicyclohexyl phosphanyl-biphenyl-2-yl)-dimethylamine (3.3 mg, 0.0084 mmol) were added to dry toluene (10 mL purged with argon) and stirred for 15 minutes under argon. Potassium tert-butoxide (197 mg, 1.75 mmol), 6-methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride salt (134 mg, 0.67 mmol) and N-(4-bromo-2,6-dimethyphenyl)-3,3-dimethylbutanamide (200 mg, 0.67 mmol) were then added and the reaction mixture was stirred at 80 C. overnight. The reaction mixture was then cooled to room temperature, concentrated, filtered through a pad of silica gel, and recrystallized from toluene to afford the title compound as a solid.1H NMR (DMSO-d6, 400 MHz) delta 1.05 (s, 9H), 2.10 (s, 6H), 2.14 (s, 2H), 2.87 (t, J=8 Hz, 2H), 3.48 (t, J=8 Hz, 2H), 3.72 (s, 3H), 4.26 (s, 2H), 6.68 (s, 2H), 6.79 (m, 2H), 7.14 (m, 1H), 8.85 (s, 1H).

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

Reference£º
Patent; Valeant Pharmaceuticals North America; US2008/139610; (2008); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Analyzing the synthesis route of 42923-79-5

The synthetic route of 42923-79-5 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.42923-79-5,7-Nitro-1,2,3,4-tetrahydroisoquinoline,as a common compound, the synthetic route is as follows.,42923-79-5

7-Nitrotetrahydroisoquinoline (35.6 mg, 0.2 mmol), molybdenum disulfide (4 mg, 0.025 mmol), and a stir bar were placed in a reaction tube. After replacing the inert gas, 1 ml of DMF was added and sealed. Reaction tube. The reaction tube was placed in an oil bath at 150 C. and the reaction was stirred for 18 hours. After cooling to room temperature, the catalyst was removed by filtration. The filtrate was diluted with 15 mL of water, diluted with 15 mL of water, and extracted 3 times with ethyl acetate, 15 mL each time. The combined extracts were dried over anhydrous sodium sulfate and filtered, and the filtrate was concentrated under reduced pressure, and the crude product was applied to ethyl acetate: petroleum ether = 1:3 (1% triethylamine) as eluent. Analysis of the pure product. Brown oil, yield 75%

The synthetic route of 42923-79-5 has been constantly updated, and we look forward to future research findings.

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