Month: November 2020

A common heterocyclic compound, the tetrahydroisoquinoline compound, name is Methyl 1,2,3,4-tetrahydroisoquinoline-8-carboxylate hydrochloride,cas is 1029689-82-4, mainly used in chemical industry, its synthesis route is as follows.,1029689-82-4

Example 11; Synthesis of methyl 2-f6.7.8-trimethoxyquinazoline-4-vD- 1.2.3.4- tetrahycroisoquinoline-8-carboxylate; [00214] Methyl 1, 2,3 ,4-tetrahydroisoquinoline-8-carboxy late hydrochloride (268 mg,1.18 mmol), N,N-dimethylacetamide (14.6 mL, 0.158 mol), 4-chloro-6,7,8- trimethoxyquinazoline (300 mg, 1.18 mol), sodium iodide (80 mg, 0.0005 mol), and potassium carbonate (407 mg, 02.94 mol) were combined and heated at 160 0C for 12 hr. The crude product was purified by preparative HPLC with a C 18 column using acetonitrile: water (with 0.1% formic acid) as eluant with a gradient from 10:90 (v/v) to 80:20 (v/v) at a flow rate of 45 mL/min to give methyl 2-(6,7,8-trimethoxyquinazoline-4-yl)- l,2,3,4-tetrahycroisoquinoline-8-carboxylate.

As the rapid development of chemical substances, we look forward to future research findings about 1029689-82-4

Reference£º
Patent; AMGEN INC.; MEMORY PHARMACEUTICALS CORPORATION; WO2007/103260; (2007); 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.226942-29-6,6-Bromo-1,2,3,4-tetrahydroisoquinoline,as a common compound, the synthetic route is as follows.,226942-29-6

To a solution of6-bromo-1,2,3,4-tetrahydroisoquinoiine (19.17 g, 90.39 mmol) in DCM (200 rnL) was addedTEA (18.29 g, 180.77mmoi) and Boc2O (23.67 g, 108.46 mmol) at 0C. After the completionof the addition, the mixture was stirred at 25C for 15 h. Water (300 mL) was added, and themixture was extracted with EtOAc (3xi00 mL). The organic layer was dried over Na2SO4 andconcentrated in vacuo. The resulting residue was purified by silica gel column chromatography (PR EtOAc ::: 50: Ito 10:1) to give the title compound,

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

Reference£º
Patent; MERCK SHARP & DOHME CORP.; ADAMS, Gregory, L.; COX, Jason, M.; DEBENHAM, John, S.; EDMONDSON, Scott; GILBERT, Eric, J.; GUO, Yan; JIANG, Yu; JOSIEN, Hubert; KIM, Hyunjin, M.; LAN, Ping; MIAO, Shouwu; PLUMMER, Christopher, W.; RAJAGOPALAN, Murali; SHAH, Unmesh; SUN, Zhongxiang; TRUONG, Quang, T.; UJJAINWALLA, Feroze; VELAZQUEZ, Francisco; VENKATRAMAN, Srikanth; SUZUKI, Takao; WANG, Nengxue; (182 pag.)WO2017/205193; (2017); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

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

99365-69-2, (1-1) 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 bromoacetate, 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 the water and saturated aqueous solution of sodium chloride, and then dried with anhydrous sodium sulfate. After separating the desiccant by filtration, the filtrate was purified by silica gel column chromatography to obtain 1.1 g of 2-(ethoxycarbonylmethyl)-7-nitro-1,2,3,4-tetrahydroisoquinoline (yield: 57percent, oily product).

As the rapid development of chemical substances, we look forward to future research findings about 99365-69-2

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

As a common heterocyclic compound, it belong tetrahydroisoquinoline compound,2-(tert-Butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-6-carboxylic acid,170097-67-3,Molecular formula: C15H19NO4,mainly used in chemical industry, its synthesis route is as follows.,170097-67-3

Step 3: lambda/-({2-r(trifluoromethvnoxylphenyl}methylV1 ,2.3.4-tetrahvdro-6- isoquinolinecarboxamide; To a solution of aforementioned carboxylic acid (0.20 g, 0.72 mmol) in DMF (5 ml.) was added DMAP (24.0 mg, 0.22 mmol) followed by 2-(trifluoromethoxy)benzylamine (108 DL, 0.79 mmol) and EDCI (138 mg, 0.72 mmol). After stirring overnight, the reaction was poured into H2O (10 ml.) and extracted with EtOAc (2×10 ml_). The organics were dried (Na2SO4) and evacuated. The crude material was redissolved in CH2CI2 (2 ml.) and treated with TFA (2 ml_). After stirring for 30 minutes, the reaction was diluted with CH2CI2 (15 ml.) and poured into ice cold 1 N NaOH (20 ml_). The organics were extracted, dried (Na2SO4), and evacuated to afford the title compound (0.15 g, 59%), which was used without further purification. MS (ES+) m/e 335.0 [M+1]+

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

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/49154; (2009); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

As a common heterocyclic compound, it belongs to tetrahydroisoquinoline compound, name is 5-Bromo-1,2,3,4-tetrahydroisoquinoline, and cas is 81237-69-6, its synthesis route is as follows.,81237-69-6

General procedure: step 1:The non-lipid compound (see Table 1 for specific substances) and the 1,2,3,4-tetrahydroisoquinoline compound (specificThe substance is shown in Table 1) added to the reaction vessel,Copper-containing compounds (see Table 1 for specific substances),Additives (see Table 1 for specific substances) and organic solvents (see Table 1 for specific substances) were added to the reaction vessel.Step 2: uniformly heat the reaction vessel (such as oil bath) to the temperature described in Table 1,The oxime compound and the 1,2,3,4-tetrahydroisoquinoline compound are reacted in an organic solvent and continue for the time described in Table 1;The reaction atmosphere to be described can be reacted by selecting air.Of course, the amount of oxygen required is 15-30%.Step 3: Purification step.

With the complex challenges of chemical substances, we look forward to future research findings about 81237-69-6,belong tetrahydroisoquinoline compound

Reference£º
Patent; Xiangtan University; Huang Huawen; Qu Zhonghua; Deng Guojun; Xiao Fuhong; Chen Shanping; (32 pag.)CN110294758; (2019); A;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

As a common heterocyclic compound, it belong tetrahydroisoquinoline compound,7-Nitro-1,2,3,4-tetrahydroisoquinoline hydrochloride,99365-69-2,Molecular formula: C9H11ClN2O2,mainly used in chemical industry, its synthesis route is as follows.,99365-69-2

(9-1) 2.21 g of 7-nitro-1,2,3,4-tetrahydroisoquinoline hydrochloride was dissolved in 40 ml of ethanol, and to this solution were added 5.1 g of sodium bicarbonate, 1.55 g of separately synthesised 3-ethyl chlorobutanoate, and a catalytic amount of potassium iodide. The solution was heated and stirred overnight under reflux, and water was added to the reaction mixture. The mixture was extracted with ethyl acetate, washed with saturated aqueous solution of sodium chloride, and dried with anhydrous sodium sulfate. After separating the desiccant by filtration, the filtrate was concentrated under reduced pressure, and the resulting residue was purified by silica gel column chromatography. From the fractions eluted with chloroform-methanol (100:1 v/v) was obtained 0.43 g of 2-[2-(ethoxycarbonyl)-1-methylethyl]-7-nitro-1,2,3,4-tetrahydroisoquinoline, which was an oily product (yield: 14percent).

With the synthetic route has been constantly updated, we look forward to future research findings about 7-Nitro-1,2,3,4-tetrahydroisoquinoline hydrochloride,belong tetrahydroisoquinoline compound

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

6-Chloro-1,2,3,4-tetrahydroisoquinoline, cas is 33537-99-4, it is a common heterocyclic compound, the tetrahydroisoquinoline compound, its synthesis route is as follows.

General procedure: 1,2,3,4-Tetrahydro-isoquinoline(1g, 7.5 mmol) was dissolved in 5 mL of anhydrous acetonitrile. Then to thissolution was slowly added 2-chloro- or 2-bromo-benzyl compound (7.5 mmol) and the reaction was carried out overnight at room temperature. The solvent wasremoved under reduced pressure. The residue was resuspended in 1 ml of DMSO andpurified using C18 flash chromatography as described above.

33537-99-4, As the rapid development of chemical substances, we look forward to future research findings about 33537-99-4

Reference£º
Article; Farha, Maya A.; Koteva, Kalinka; Gale, Robert T.; Sewell, Edward W.; Wright, Gerard D.; Brown, Eric D.; Bioorganic and Medicinal Chemistry Letters; vol. 24; 3; (2014); p. 905 – 910;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

6-Methoxy-1,2,3,4-tetrahydroisoquinoline, cas is 42923-77-3, it is a common heterocyclic compound, the tetrahydroisoquinoline compound, its synthesis route is as follows.,42923-77-3

A solution of 35% formaldehyde (2.49 g, 0.034 mol) was added dropwise to 2-(3-methoxyphenyl)ethanamine (5g, 0.033 mol). The warm solution soon deposited an oil and the reaction was completed by heating the mixture for one hour at 100 C. The oil was extracted with toluene (25 ml) and washed with water (3 x 18 ml). The extract was dried over Na2SO4 and the solvent was concentrated to yield a yellow oil. A solution of 20% hydrochloric acid (6 ml) was added to the crude and the mixture was stirred at 100 C for 1 hour. After the evaporation to dryness, the residue was dissolved in a little water, made alkaline with concentrated potassium hydroxide, extracted with dichloromethane (3 x 90 ml) and dried over Na2SO4. After the evaporation of the solvent, the oil was dissolved in ethyl acetate and concentrated hydrochloric acid was added to form the hydrochloride, which was filtered to yield a white solid identified as 6-methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride (5.1 g, 80 % yield). 1H NMR (300 MHz, CHLOROFORM-D) delta ppm 2.80 (t, J=6.01 Hz, 2 H) 3.14 (t, J=6.01 Hz, 2 H) 3.78 (s, 3 H) 3.97 (s, 2 H) 6.63 (d, J=2.50 Hz, 1 H) 6.71 (dd, J=8.42, 2.56 Hz, 1 H) 6.93 (d, J=8.42 Hz, 1H) MS (APCI (M+H)+): 164

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

Reference£º
Patent; LABORATORIOS DEL DR. ESTEVE, S.A.; EP1676844; (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.17680-55-6,7-Bromo-1,2,3,4-tetrahydroisoquinoline,as a common compound, the synthetic route is as follows.,17680-55-6

7-Bromo-6-nitro-1,2,3,4-tetrahydroisoquinoline (4) In a 5 liter three neck round bottom flask, 173 g (0.813 mol) of 7-bromo-1,2,3,4-tetrahydroisoquinoline was dissolved carefully into 950 mL of concentrated sulfuric add. The resulting solution was cooled to -5 C. and a solution of 82.7 g (0.816 mol) of potassium nitrate in 1 liter of concentrated sulfuric add was added dropwise. After addition, the reaction was maintained at -5 C. for 15 minutes and poured onto 3 liters of ice. The resulting mixture was basified to pH 14 with 50% sodium hydroxide solution. The basic solution was extracted three times with 1 liter of methylene chloride. The combined organic layers were washed with 1 liter each of water and saturated sodium chloride solution. The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated to yield 201 g of an oil. The oil, preadsorbed onto silica gel, was charged onto a column of 4 kg of silica gel and eluted with a gradient of 1-5% methanol/methylene chloride. The fractions containing product were combined and concentrated to yield 115 g of a solid. 1 H NMR (300 MHz, CDCl3) delta7.61 (s, 1H); 7.38 (s, 1H); 4.10 (s, 2H); 3.20 (t, 2H); 2.90 (t, 2H).

The synthetic route of 17680-55-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Pfizer Inc; US6121283; (2000); A;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Name is 1,2,3,4-Tetrahydroisoquinoline, as a common heterocyclic compound, it belongs to tetrahydroisoquinoline compound, and cas is 91-21-4, its synthesis route is as follows.,91-21-4

Concentrated sulfuric acid (70 mL) was cooled in an ice-salt bath to 00C. 1,2,3,4- Tetrahydroisoquinoline (96percent, 19.6 g, 141 mmol) was added dropwise in portions over 35 minutes, with the temperature mostly staying below 200C, but occasional brief excursions as high as 400C. The resulting mixture was again cooled in an ice-salt bath to 00C and solid potassium nitrate (15.7 g, 155 mmol) was added in portions over 60 minutes, keeping the temperature mostly below 5¡ãC with occasional brief excursions as high as 7¡ãC. Following completion of addition, the bath was removed and the resulting mixture was allowed to stir overnight at ambient temperature. The mixture was added carefully in small portions over 2 hours to concentrated ammonium hydroxide (200 mL), cooled initially in an ice-salt bath to – 2¡ãC. The resulting mixture was diluted with chloroform (400 mL) and the mixture stirred overnight at ambient temperature. Additional concentrated ammonium hydroxide was added to bring the pH to about 11. The mixture was transferred to a separatory funnel and the organic layer was dried over sodium sulfate and evaporated to give about 25 g of dark red oil. This oil was redissolved in ethanol (100 mL), and to the resulting stirred solution was added concentrated hydrochloric acid (10 mL). The mixture immediately formed a hard solid. Additional ethanol (100 mL) and concentrated hydrochloric acid (10 mL) were added, and after stirring for a few minutes, the resulting precipitate was collected by filtration, washed with ethanol, and air-dried. The precipitate was heated to boiling with methanol (200 mL), and the mixture was allowed to cool to ambient temperature and stand overnight. The precipitate was collected by filtration, washed with methanol, and dried under vacuum to afford 7-nitro-l,2,3,4-tetrahydroisoquinoline hydrochloride as an off-white solid (7.05 g, 23percent yield).

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

Reference£º
Patent; ARRAY BIOPHARMA INC.; WO2009/158426; (2009); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem