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

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

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

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

Brief introduction of 99365-69-2

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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,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).

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

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

Sodium cyanoborohydride (5.9 g) was added to a methanol (450 mL) solution of the compound (10 g) obtained in the above reaction 1), aqueous 37 percent formaldehyde solution (10.4 mL) and acetic acid (4 mL), and stirred at 50¡ãC for 15 hours. The precipitated solid was collected through filtration, and washed with methanol. The resulting crude product was purified through basic silica gel column chromatography (hexane/ethyl acetate) to give the entitled compound as a colorless solid (8.7 g). 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.

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

Reference£º
Patent; Banyu Pharmaceutical Co., Ltd.; EP2213673; (2010); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

New learning discoveries about 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.

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

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

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, Example 11: Synthesis of 3-[l-(3,4-dimethoxy-benzoyl)-pyrrolidin-2-yl]-N-(l,2,3,4- tetrah dro-isoquinolin-7-yl)-benzamide trifluoroacetic acid (Compound 45).; To a solution of 7-nitro-l,2,3,4-tetrahydroisoquinoline hydrochloride (11.0 g, 51.25 mmol) in EtOAc (150 mL) at 0 ¡ãC in an ice bath add a solution of K2C03 (15.65 g, 113.25 mmol) in water (150 mL) followed by benzyl chloroformate (8.37 mL, 56.37 mmol) and vigorously stir the reaction at room temperature for 24 h. Separate the layers and extract the aqeuous with more EtOAc (150 mL). Wash the organics with sat.NaHC03 (200 mL), sat. NH4C1 (200 mL) and water (200 mL), then dry (Na2S04).Concentrate in vacuo to give 14.70 g of 7-nitro-3,4-dihydro-lH-isoquinoline-2- carboxylic acid benzyl ester as an oil which partially crystallizes.

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

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; GINN, John David; MARSHALL, Daniel Richard; SIBLEY, Robert; SORCEK, Ronald John; YOUNG, Erick Richard Roush; ZHANG, Yunlong; WO2012/6202; (2012); A1;,
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

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

Some tips on 99365-69-2

The synthetic route of 99365-69-2 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.99365-69-2,7-Nitro-1,2,3,4-tetrahydroisoquinoline hydrochloride,as a common compound, the synthetic route is as follows.,99365-69-2

(4-2-1) To 125 ml of suspension in ethanol of 136 g of 7-nitro-1,2,3,4-tetrahydroisoquinoline hydrochloride was added 98 ml of triethylamine and 83 ml of ethyl acrylate, and the solution was heated and stirred overnight under reflux. The solution was concentrated under reduced pressure, and the residue was extracted with ethyl acetate, washed with water, and dried with anhydrous sodium sulfate. After separating the desiccant by filtration, the filtrate was concentrated under reduced pressure to obtain 2-(2-(ethoxycarbonyl)ethyl)-7-nitro-1,2,3,4-tetrahydroisoquinoline.

The synthetic route of 99365-69-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Terumo Kabushiki Kaisha; US5789595; (1998); A;,
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,99365-69-2

Into a 20 niL vial was charged 7-nitro-l,2,3,4-tetrahydroisoquinoline, hydrochloric acid (0.300 g, 1.398 mmol), 1 -hydroxybenzotriazole hydrate (0.214 g, 1.398 mmol), N-(3- dimethylaminopropyl)-N-ethylcarbodiimide hydrochloride (0.348 g, 1.817 mmol), triethylamine (0.195 ml, 1.398 mmol), 3-methoxypropionic acid (0.158 ml, 1.677 mmol), and tetrahydrofuran (7.0 ml). The reaction was stirred at room temperature for 2 hours. The reaction was diluted with ethyl acetate, and 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 265 (M+H)+.

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; 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