The important role of 7-Nitro-1,2,3,4-tetrahydroisoquinoline hydrochloride

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

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

10percent Pd/C (1.9 g) was added to a solution of 7-nitro-1,2,3,4-tetrahydroisoquinoline hydrochloride (19 g; 1 equiv.) in 300 ml of methanol, and the reaction mixture was hydrogenated for 2 hours at 60 PSI. When the conversion was complete, filtration over Celite was carried out, the filter cake was then washed 4 times with methanol, the filtrate was concentrated under reduced pressure, and the residue was taken up in 100 ml of water. The aqueous solution was adjusted to a pH value of 8-9 with potassium hydroxide solution and extracted 3.x. with chloroform. The combined organic phases were dried over sodium sulfate and reduced under reduced pressure. 1,2,3,4-Tetrahydroisoquinoline-7-amine (9 g; 69.2percent) was obtained in the form of a pale-brown solid.

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; Gruenenthal GmbH; US2010/234340; (2010); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Share a compound : 99365-69-2

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

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) Production of 2-(7-nitro-3,4-dihydroisoquinolin-2(1H)-yl)ethanol: An acetonitrile solution (30 mL) of 3 g of the compound obtained in Production Example 22-1), 2.3 g of 2-chloroethanol and 3.9 g of potassium carbonate was stirred at 100¡ãC for 15 hours. The reaction liquid was cooled, diluted with chloroform and washed with saturated saline water. The organic layer was washed with saturated saline water, dried with anhydrous magnesium sulfate, and the solvent was evaporated away under reduced pressure. The resulting crude product was purified through basic silica gel column chromatography (hexane/ethyl acetate) and further through silica gel column chromatography (hexane/ethyl acetate) to obtain 1.5 g of the entitled compound as a colorless solid. 1H-NMR (CDCl3) delta: 8.00 (1H, dd, J=8.5, 2.2 Hz), 7.93 (1H, d, J=2.2 Hz), 7.28-7.25 (1H, m), 3.78 (2H, s), 3.74 (2H, t, J=5.5 Hz), 3.00 (2H, t, J=5.9 Hz), 2.86 (2H, t, J=5.9 Hz), 2.76 (2H, t, J=5.5 Hz) ESI-MS Found: m/z [M+H] 223

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

Reference£º
Patent; Banyu Pharmaceutical Co., Ltd.; EP2168966; (2010); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Extracurricular laboratory: Synthetic route of 99365-69-2

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 7-Nitro-1,2,3,4-tetrahydroisoquinoline hydrochloride, 99365-69-2

99365-69-2, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 7-Nitro-1,2,3,4-tetrahydroisoquinoline hydrochloride, cas is 99365-69-2,the tetrahydroisoquinoline compound, it is a common compound, a new synthetic route is introduced below.

To a stirred suspension of 7-nitro- 1,2,3, 4-tetrahydroisoquino line hydrochloride (7.00 g, 32.6 mmol) in dichloromethane (150 mL) at ambient temperature was added triethylamine (9.55 mL, 68,5 mmol) To the resulting solution was added di-tert-butyl dicarbonate (7.83 g, 35.9 mmol). The resulting solution was stirred at ambient temperature for 90 minutes, then concentrated. The residue was partitioned between ethyl acetate (100 mL) and IM citric acid (100 mL). The organic layer was washed with brine (50 mL), dried over sodium sulfate and concentrated to afford tert-butyl 7-nitro-3,4-dihydroisoquinoline- 2(lH)-carboxylate as a brown oil (9.43 g, 104percent yield).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 7-Nitro-1,2,3,4-tetrahydroisoquinoline hydrochloride, 99365-69-2

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

The important role of 99365-69-2

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

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

(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).

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

Share a compound : 99365-69-2

99365-69-2 is used more and more widely, we look forward to future research findings about 7-Nitro-1,2,3,4-tetrahydroisoquinoline hydrochloride

99365-69-2,7-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.

Into a 125 niL Erlenmeyer flask was charged 7-nitro- 1,2,3,4- tetrahydroisoquinoline, hydrochloric acid (3.17 g, 14.77 mmol) in dichloroethane (148 ml). The solution was stirred 10 minutes with 1 N NaOH, and the layers were separated. Paraformaldehyde (2.217 g, 73.8 mmol), acetic acid (4.23 ml, 73.8 mmol) and sodium cyanoborohydride (4.64 g, 73.8 mmol) were added. The reaction was heated at 90 0C overnight. The reaction was cooled to room temperature, and quenched with saturated aqueous sodium bicarbonate. The layers were separated, and the organic layer was dried over MgSO4, filtered, and concentrated onto silica gel. The reaction was purified by flash chromatography (50percent ethyl acetate:hexanes for 20 minutes, then to 100percent ethyl acetate:hexanes over 30 minutes) to provide the title compound. MS (DCI) m/e 193 (M+H)+.

99365-69-2 is used more and more widely, we look forward to future research findings about 7-Nitro-1,2,3,4-tetrahydroisoquinoline hydrochloride

Reference£º
Patent; ABBOTT LABORATORIES; CLARK, Richard, F.; BELL, Randy, L.; BA-MAUNG, Nwe, Y.; ERICKSON, Scott, A.; FIDANZE, Steve, D.; MANTEI, Robert, A.; SHEPPARD, George, S.; SORENSEN, Bryan, K.; WANG, Gary, T.; WANG, Jieyi; WO2010/138576; (2010); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Downstream synthetic route of 99365-69-2

99365-69-2 7-Nitro-1,2,3,4-tetrahydroisoquinoline hydrochloride 13521670, atetrahydroisoquinoline compound, is more and more widely used in various fields.

99365-69-2, 7-Nitro-1,2,3,4-tetrahydroisoquinoline hydrochloride is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

2) Production of 2-methyl-7-nitro-1,2,3,4-tetrahydroisoquinoline: 5.9 g of sodium cyanoborohydride was added to a methanol (450 mL) solution of 10 g of the compound obtained in the above reaction 1), 10.4 mL of aqueous 37 percent formaldehyde solution and 4 mL of acetic acid, and stirred at 50¡ãC for 15 hours. The precipitated solid was taken out through filtration and washed with methanol. The resulting crude product was purified through basic silica gel column chromatography (hexane/ethyl acetate) to obtain 8.7 g of the entitled compound as a colorless solid. 1H-NMR (CDCl3) delta: 7.99 (1H, dd, J=8.5, 2.0 Hz), 7.92 (1H, d, J=2.0 Hz), 7.26 (1H, d, J=8.5 Hz), 3.65 (2H, s), 3.01 (2H, t, J=5.9 Hz), 2.73 (2H, t, J=5.9 Hz), 2.49 (3H, s) ESI-MS Found: m/z [M+H] 193, 99365-69-2

99365-69-2 7-Nitro-1,2,3,4-tetrahydroisoquinoline hydrochloride 13521670, atetrahydroisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Banyu Pharmaceutical Co., Ltd.; EP2168966; (2010); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

The important role of 99365-69-2

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

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

Into a 20 mL vial was charged 7-nitro-l,2,3,4-tetrahydroisoquinoline, hydrochloric acid salt (0.300 g, 1.398 mmol), methoxyacetyl chloride (0.141 ml, 1.537 mmol), triethylamine (0.429 ml, 3.07 mmol), and dichloromethane (6.99 ml). The reaction was stirred at room temperature for 2 hours. The reaction was diluted with dichloromethane, washed with IN HC1, saturated aqueous sodium bicarbonate, and brine. The organic layer was dried over MgS04, filtered and concentrated to provide the title compound. MS (DCI(+)) m/e 251 (M+H)+.

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; ABBOTT LABORATORIES; BA-MAUNG, Nwe Y.; CLARK, Richard F.; ERICKSON, Scott A.; FIDANZE, Steve D.; KAWAI, Megumi; MANTEI, Robert A.; SHEPPARD, George S.; SORENSON, Bryan K.; WANG, Gary T.; WO2011/53476; (2011); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Extracurricular laboratory: Synthetic route of 99365-69-2

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

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, To a stirred suspension of 7-nitro- 1,2,3, 4-tetrahydroisoquino line hydrochloride (7.00 g, 32.6 mmol) in dichloromethane (150 mL) at ambient temperature was added triethylamine (9.55 mL, 68,5 mmol) To the resulting solution was added di-tert-butyl dicarbonate (7.83 g, 35.9 mmol). The resulting solution was stirred at ambient temperature for 90 minutes, then concentrated. The residue was partitioned between ethyl acetate (100 mL) and IM citric acid (100 mL). The organic layer was washed with brine (50 mL), dried over sodium sulfate and concentrated to afford tert-butyl 7-nitro-3,4-dihydroisoquinoline- 2(lH)-carboxylate as a brown oil (9.43 g, 104percent yield).

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

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

Share a compound : 99365-69-2

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

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, 7-nitro-1,2,3,4-tetrahydroiso-quinoline hydrochloride (1.8 g, 8.4 mmol) is dissolved in water(30 mL), followed by adding potassium carbonate (3.5 g, 25.4 mmol), and the reaction mixture is stirred at room temperature for 30 min, then extracted with ethyl acetate (20 mL * 3), dried with anhydrous Na2SO4, filtered and rotated to dryness, so as to obtain a brown solid. The solid is dissolved in methanol (20 mL), followed by adding 10percent Pd/C (220 mg), and the reaction mixture reacts at room temperature for 16 hrs under the hydrogen protection. Then the resulting substance is filtered with sillceousearth, washed and rotated to remove the solvent, so as to obtain a yellow solid compound of 1.2 g, that is 7-amino-1,2,3,4-tetrahydroiso-quinoline with a yield of 96percent. The product is directly used for the next reaction without purification.

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

Reference£º
Patent; Guangzhou Henovcom Bioscience Co. Ltd.; ZHANG, Jiancun; ZOU, Qingan; CHEN, Yanwei; (64 pag.)EP3401315; (2018); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Some tips on 7-Nitro-1,2,3,4-tetrahydroisoquinoline hydrochloride

With the complex challenges of chemical substances, we look forward to future research findings about 99365-69-2,belong tetrahydroisoquinoline compound

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

Into a 500 mL erlenmeyer flask was charged 7-nitro-l,2,3,4-tetrahydroisoquinoline hydrochloride (5 g, 23.30 mmol) and 1,2-dichloroethane (250 mL). The solution was treated with 1 N NaOH (~50 mL) and stirred 10 minutes. The layers were separated and the organic layer was treated with paraformaldehyde (3.50 g, 116 mmol), acetic acid (6.67 mL, 24.48 mmol) and sodium cyanoborohydride (5.42 g, 86 mmol). The reaction was heated at 90 ¡ãC for 16 hours. The reaction was cooled to ambient temperature and saturated sodium bicarbonate (60 mL) was added. The bilayer was stirred for 1 hour and charged to a separatory funnel. The organic layer was dried ( a2S04) and concentrated. The concentrate was purified by flash chromatography on a 130 g silica gel column with a gradient of from 0percent to 1percent methanol in CH2C12 to provide the title compound. MS (DCI(+)) m/e 193.0 (M+H)+.

With the complex challenges of chemical substances, we look forward to future research findings about 99365-69-2,belong tetrahydroisoquinoline compound

Reference£º
Patent; ABBOTT LABORATORIES; BA-MAUNG, Nwe Y.; CLARK, Richard F.; ERICKSON, Scott A.; FIDANZE, Steve D.; KAWAI, Megumi; MANTEI, Robert A.; SHEPPARD, George S.; SORENSON, Bryan K.; WANG, Gary T.; WO2011/53476; (2011); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem