Tag: M.W:200-300

It is a common heterocyclic compound, the tetrahydroisoquinoline compound, 6-Bromo-1,2,3,4-tetrahydroisoquinoline hydrochloride, cas is 215798-19-9 its synthesis 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.

With the complex challenges of chemical substances, we look forward to future research findings about 6-Bromo-1,2,3,4-tetrahydroisoquinoline hydrochloride

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

Name is 7-Nitro-1,2,3,4-tetrahydroisoquinoline hydrochloride, as a common heterocyclic compound, it belongs to tetrahydroisoquinoline compound, and cas is 99365-69-2, its synthesis route is as follows.,99365-69-2

7-nitro-l,2,3,4-tetrahydro-isoquinoline hydrochloride (2.57 g) was stirred inCH2Cl2/satd. NaHCO3 for 40 min. After separation of the layers (hydrophobic frit) the solvent was evaporated and the resulting solid dissolved in EtOH (80 ml), PtO2 (112 mg) was added and the mixture was stirred under an atmosphere of hydrogen for 3h. The catalyst was removed by filtration and solvent evaporated to give 7-amino-l,2,3,4-tetrahydro-isoquinoline as a brown solid (1.73 g).

With the complex challenges of chemical substances, we look forward to future research findings about 7-Nitro-1,2,3,4-tetrahydroisoquinoline hydrochloride

Reference£º
Patent; PIRAMED LIMITED; THE INSTITUTE OF CANCER RESEARCH; WO2008/125839; (2008); A2;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

A common heterocyclic compound, the tetrahydroisoquinoline compound, name is 5-Bromo-1,2,3,4-tetrahydroisoquinoline,cas is 81237-69-6, mainly used in chemical industry, its synthesis route is as follows.

81237-69-6, A 20 mL vial was charged with 2-(4-methoxy-7-(3-methyl-1H-1,2,4-triazol-151-yl)-1H-pyrrolo[2,3-c]pyridin-3-yl)-2-oxoacetic acid (0.1 g,0.332 mmol), 5-bromo-1,2,3,4-tetrahydroisoquinoline (0.083 g, 0.332 mmol), o-benzotriazol-1-yl-N,N,N’,N’-tetramethyluroniumtetrafluoroborate (0.133 g, 0.415 mmol), Hunig’s base (0.580 mL,3.32 mmol), and DMF (3 mL). The vial was sealed and stirred at room temperature. After stirring the mixture for 70.5 h, the reaction mixture was quenched withwater. The solids that formed were collected by filtration. The mother liquorwas concentrated under reduced pressure, and a second batch of solids was collected by recrystallizing from MeOH and water. 1-(5-Bromo-3,4-dihydroisoquinolin-2(1H)-yl)-2-(4-methoxy-7-(3-methyl-1H-1,2,4-triazol-1-yl)-1H-pyrrolo[2,3-c]pyridin-3-yl)ethane-1,2-dione (0.145 g, 0.293 mmol, 88 % yield),was isolated as an off-white solid. LC/MS: m/z 495 (M+H)+, 497.02 (M+3H)+1.935 min (method 1). 1H NMR (500 MHz, DMSO-D6) delta ppm 12.42 (s, 1H),9.22-9.27 (m, 1H), 8.18-8.31 (m, 1H), 7.84 (s, 1H), 7.09-7.59 (m, 3H),4.59-4.87 (m, 2H), 3.67-3.95 (m, 5H), 2.73-2.96 (m, 2H), 2.47-2.52 (m, 3H).

As the rapid development of chemical substances, we look forward to future research findings about 81237-69-6

Reference£º
Article; Swidorski, Jacob J.; Liu, Zheng; Yin, Zhiwei; Wang, Tao; Carini, David J.; Rahematpura, Sandhya; Zheng, Ming; Johnson, Kim; Zhang, Sharon; Lin, Pin-Fang; Parker, Dawn D.; Li, Wenying; Meanwell, Nicholas A.; Hamann, Lawrence G.; Regueiro-Ren, Alicia; Bioorganic and Medicinal Chemistry Letters; vol. 26; 1; (2016); p. 160 – 167;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO325,mainly used in chemical industry, its synthesis route is as follows.,877861-62-6

: To a mixture of 6-methoxycarbonyl-l,2,3,4-tetrahydroisoquinoline hydrochloride (50 mg, 0.22 mmol) and N^V-dimethylaminopyridine (1 10 mg, 0.9 mmol) in DMF (3.2 mL) was added n- butanesulfonyl chloride (34.4 mg, 0.22 mmol). The reaction was allowed to stir at room temperature overnight. 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 to yield a white solid. LCMS (FA) ES+ 405.

With the synthetic route has been constantly updated, we look forward to future research findings about Methyl 1,2,3,4-tetrahydroisoquinoline-6-carboxylate hydrochloride,belong tetrahydroisoquinoline compound

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

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO454,mainly used in chemical industry, its synthesis route is as follows.,215798-14-4

Step 2. Synthesis of 2-(4,6-dimethoxy-5-nitropyrimidin-2-yl)-6-(trifluoromethyl)-1,2,3,4-tetrahydroisoquinoline, 5b 1,8-diazabicyclo[5.4.0]undec-7-ene (0.669 g, 4.4 mmol) was added to a mixture of 4a (0.438 g, 2 mmol) and 6-(trifluoromethyl)-1,2,3,4-tetrahydroisoquinoline hydrochloride (0.487 g, 2.05 mmol) in DMF (5 ml) at 0 C. over 5 minutes. The mixture was stirred for an additional 5 minutes at room temperature. The mixture was washed with brine, extracted with ethyl acetate and chromatographed to yield 5b (0.76 g, 1.98 mmol, 99%).

With the synthetic route has been constantly updated, we look forward to future research findings about 6-(Trifluoromethyl)-1,2,3,4-tetrahydroisoquinoline hydrochloride,belong tetrahydroisoquinoline compound

Reference£º
Patent; VALEANT PHARMACEUTICALS INTERNATIONAL; US2008/318979; (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.

General procedure: The asymmetric transfer hydrogenation reactions were performed according to a previously reported procedure. A round bottom flask was equipped with a magnetic stirrer bar and was pre-heated on a water bath (30 C). Stock solutions of the substrates and catalyst were prepared. The amounts of reaction components were calculated in order to fulfill the following ratios: S/Cratio = 100, HCOOH/triethylamine ratio = 2.5, concentration = 7.0%(defined as: (mass of substrate + mass of catalyst + mass of formic acid + mass of triethylamine)/mass of solvent), hydrogenation mixture/substrate ratio = 8.83, total volume of reaction mixture = 2 mL (all ratios are molar). The components were transferred into the flask in the following order: acetonitrile, formic acid, triethylamine, solution of the catalyst. After five minutes, the calculated amount of the substrate solution containing 0.15 mmol of substrate was added into the reaction mixture. The samples were taken in defined time intervals. The samples were treated with a saturated solution of sodium carbonate (1 mL) and extracted three times with diethyl ether (3 1 mL). The extract was dried over sodium sulfate, filtered,and stripped in a stream of argon. The residue was dissolved in 600 muL of acetonitrile and analyzed via GC. After the addition of 20 muL triethylamine and 10 muL of ()-(R)-menthyl chloroformate,the enantioselectivity could be determined.

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

Reference£º
Article; ot, Petr; Vilhanov, Beta; Pechek, Jan; Vclavk, Ji; Zpal, Jakub; Kuzma, Marek; Kaer, Petr; Tetrahedron Asymmetry; vol. 25; 18-19; (2014); p. 1346 – 1351;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

As a common heterocyclic compound, it belongs to tetrahydroisoquinoline compound, name is Methyl 1,2,3,4-tetrahydroisoquinoline-3-carboxylate hydrochloride, and cas is 57060-88-5, its synthesis route is as follows.,57060-88-5

To a stirred solution of methyl 1,2,3,4-tetrahydro-3-isoquinolinecarboxylate hydrochloride (4.5 g) in dichloromethane (150 mL) was added triethylamine (6.1 mL) and 3-methoxy-4-tert-butylbenzoyl chloride (5.0 g) and the resultant mixture was stirred at room temperature for 18 hours. The reaction mixture was washed with saturated aqueous sodium bicarbonate solution and was then dried and evaporated to gum. This material was purified using chromatography over silica gel eluting with ethyl acetate/cyclohexane (15:85 v/v). Appropriate fractions were combined and evaporated to give the title compound. MS calcd for (C23H27NO4 + H)+: 382 MS found (electrospray) (M+H)+ = 382.

With the complex challenges of chemical substances, we look forward to future research findings about 57060-88-5,belong tetrahydroisoquinoline compound

Reference£º
Patent; GLAXO GROUP LIMITED; WO2004/96774; (2004); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Name is 7-Nitro-1,2,3,4-tetrahydroisoquinoline hydrochloride, as a common heterocyclic compound, it belongs to tetrahydroisoquinoline compound, and cas is 99365-69-2, its synthesis route is as follows.,99365-69-2

7-Nitro-1,2,3,4-tetrahydroisoquinoline hydrochloride (2) from Example 1, is placed in a Parr shaker bottle (15.0 g, 69.9 mmol) dissolved in 95percent EtOH (100 mL), and to the Parr shaker bottle is added concentrated HCI (10 mL), water (25 mL), and Pt02 (0.5 g). The mixture is hydrogenated at 50 psi until no further drop in pressure was observed (about 4 hours). The yellowish suspension is filtered through Celite and evaporated to dryness to afford a yellowish solid which is made basic with 10percent NaOH solution (adequate care is exercised in catalyst disposal). Extraction of the basic solution with CHC13 (three times), followed by drying over anhydrous Na2S04 and evaporation of the solvent, yields a reddish yellow solid (9.54 g, 92.2 percent) : mp = 110-112. 7-Amino-1,2,3,4-tetrahydroisoquinoline dihydrochloride (3) is recrystallized from aqueous MeOH as buff colored needles, mp = 290 ¡ãC.

With the complex challenges of chemical substances, we look forward to future research findings about 7-Nitro-1,2,3,4-tetrahydroisoquinoline hydrochloride

Reference£º
Patent; ENVIVO PHARMACEUTICALS, INC.; WO2005/108367; (2005); A1;,
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

5-Cyclopropyl-2,6-dimethyl-7-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)oxazolo[4,5-c]- quinolin-4-one (Intermediate B) (69 mg, 0.18 mmol), [1 , T- bis(diphenylphosphino)ferrocene]palladium(ll) chloride dichloromethane complex (14 mg, 0.02 mmol), CS2CO3 (178 mg, 0.55 mmol), and 6-bromo-1 ,2,3,4-tetrahydroisoquinoline (38 mg, 0.18 mmol) were dissolved in a mixture of monoglyme (1 mL) and H2O (0.3 mL). The reaction solution was then irradiated with microwaves at 60C for 30 min. The solution was diluted with MeOH, filtered, dry-loaded onto silica and purified by flash chromatography using a gradient of 0-10% MeOH in DCM. The fractions containing the required product were then concentrated in vacuo to give 5-cyclopropyl-2,6-dimethyl-7-(1 , 2,3,4- tetrahydroisoquinolin-6-yl)oxazolo[4,5-c]-quinolin-4-one (2 mg, 3 %) as a pale yellow solid. 1 H NMR (Method A) (CDC ): delta 7.70 (d, J = 8.0 Hz, 1 H), 7.23 (d, J = 8.0 Hz, 1 H), 7.19 – 7.10 (m, 3H), 4.15 (s, 2H), 3.62 (m, 1 H), 3.25 (t, 2H), 2.93 (t, 2H), 2.68 (s, 3H), 2.53 (s, 3H), 1.31 – 1.26 (m, 2H), 0.71 – 0.65 (m, 2H); LC-MS (Method D) 386.4 [M+H]+; RT 1.68 min

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; REDX PHARMA PLC; HUXLEY, Anthony; KIRK, Ralph; RATCLIFFE, Andrew; LYTH, David; (112 pag.)WO2017/46605; (2017); 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.

To a reaction flask charged with Pd / C (40 mol% of the substrate in Formula 1), potassium phosphate trihydrate (20 mol% of the substrate in Formula 1) was added 4 ml of acetonitrile in an oxygen atmosphere or in air and stirred at room temperature After a few minutes, 1-phenyl-1,2,3,4-tetrahydroisoquinoline (0. 3 mmol) was added and the reaction was stirred at 60 C for 12-22 hours. Pd / C was filtered and concentrated , And direct column chromatography (eluent: petroleum ether and ethyl acetate = 5: 1 by volume) to give the desired product, 3,4-dihydroisoquinoline, 22990-19-8

With the rapid development of chemical substances, we look forward to future research findings about 1-Phenyl-1,2,3,4-tetrahydroisoquinoline

Reference£º
Patent; Dalian Institute of Chemical Physics, Chinese Academy of Sciences; Zhou, Yonggui; Shi, Lei; Ji, Yue; Chen, Mu Wang; (10 pag.)CN105566218; (2016); A;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem