Category: 42923-79-5

Name is 7-Nitro-1,2,3,4-tetrahydroisoquinoline, as a common heterocyclic compound, it belongs to tetrahydroisoquinoline compound, and cas is 42923-79-5, its synthesis route is as follows.,42923-79-5

General procedure: A mixture of the required 1,2,3,4-tetrahydroisoquinoline derivative (1 equivalent), NaHCO3 (2 equivalents), and the appropriate substituted nitroaryl derivative or 2-chloro-3,5-dinitropyridine (1 equivalent) was heated at reflux in a mixture of ethanol : water (2:1) with stirring (15 hours). After cooling to room temperature, the ethanol was evaporated and the residue was poured onto ice yielding a solid. The solid was collected and dried in a vacuum desiccator over P2O5 giving the crude N-(nitroaryl)-1,2,3,4-tetrahydroisoquinoline derivative or 1,2,3,4-tetrahydro-2-(3,5-dinitropyridin-2-yl)isoquinoline 12.

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

Reference£º
Article; Burke, Philip J.; Chun Wong, Lai; Jenkins, Terence C.; Knox, Richard J.; Stanforth, Stephen P.; Bioorganic and Medicinal Chemistry Letters; vol. 21; 24; (2011); p. 7447 – 7450;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Name is 7-Nitro-1,2,3,4-tetrahydroisoquinoline, as a common heterocyclic compound, it belongs to tetrahydroisoquinoline compound, and cas is 42923-79-5, its synthesis route is as follows.,42923-79-5

To a stined solution of 7-nitro-1,2,3,4-tetrahydroisoquinoline (1 g, 5.62 mmol) in THF (15 mL) was added Et3N (1.6 mL, 14.04) at 0 C. After 5 mm, acetyl chloride (0.35 mL, 5.62 mmol) was added at 0 C, and the reaction was stined at RT for 2 h. The reaction was diluted with water (15 mL) and extracted with EA (2 x 50 mL). The combined organic layers were washed with water (15 mL), brine (25 mL), dried (Na2SO4) and concentrated in vacuo. The crude mixture was triturated with pentane to afford 1 -(7-nitro- 3,4-dihydroisoquinolin-2(1H)-yl)ethanone (600 mg, 50%) as a pale yellow solid. MS (ESI) mlz 221.2 [M+H].

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

Reference£º
Patent; ZENO ROYALTIES & MILESTONES, LLC; HUANG, Peter, Qinhua; BOREN, Brant, Clayton; BUNKER, Kevin, Duane; LIU, Hui; PALIWAL, Sunil; (99 pag.)WO2019/28008; (2019); 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.42923-79-5,7-Nitro-1,2,3,4-tetrahydroisoquinoline,as a common compound, the synthetic route is as follows.,42923-79-5

General procedure: A mixture of N-(4-bromobutyl)-phthalimide (10 mmol) and isoquinoline derivative (10 mmol) and K2CO3 (20 mmol) in ethanol (100 ml) was refluxed for 12 h. The reaction mixture was then filtered off, and the solvent was evaporated to give a crude product, that was purified by column chromatography (silica gel, toluene:diethylamine, 20:1).

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

Reference£º
Article; Hajipour, Abdol R.; Guo, Lian-Wang; Pal, Arindam; Mavlyutov, Timur; Ruoho, Arnold E.; Bioorganic and Medicinal Chemistry; vol. 19; 24; (2011); p. 7435 – 7440;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

It is a common heterocyclic compound, the tetrahydroisoquinoline compound, 7-Nitro-1,2,3,4-tetrahydroisoquinoline, cas is 42923-79-5 its synthesis route is as follows.,42923-79-5

Acetyl chloride (1.3 g, 16.6 mmol) was slowly added to a solution of 7-nitro-1,2,3,4- tetrahydroisoquinoline (33.1) (2.0 g, 11.2 mmol) and triethylamine (2.3 g, 22.4 mmol) in THF (20 mL) at 0 C, and the reaction mixture was stirred at ambient temperature for 1 h. The reaction mixture was diluted with water and extracted with ethyl acetate. The combined organic layers were washed with water and brine, dried over sodium sulfate, and concentrated to afford the crude product. The crude product was purified by column chromatography (DCM/MeOH: 20/1) to afford 1-(7-nitro-3,4-dihydroisoquinolin-2(1H)-yl)ethanone (49.1) as a brown solid (2.4 g, 97%). [00696] LCMS: 221.2 [M+1]+.

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

Reference£º
Patent; CELGENE AVILOMICS RESEARCH, INC.; SCHWARTZ, C., Eric; SURAPANENI, Sekhar, S.; WORM, Karin Irmgard; (266 pag.)WO2016/90079; (2016); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

7-Nitro-1,2,3,4-tetrahydroisoquinoline, cas is 42923-79-5, it is a common heterocyclic compound, the tetrahydroisoquinoline compound, its synthesis route is as follows.

7-nitro-1,2,3,4-tetrahydroisoquinoline (1 g, 5.61 mmol), N-Iodosuccinimide (1.64 g, 7.3 mmol) dissolved in Trifluoromethanesulfonic acid (5.5 mL, 61.73 mmol) allowed to react at room temperature overnight. After reaction completion crude reaction mixture was carefully transferred onto sat. NaHCO3 (aq) solution. After complete addition the aqueous layer was extracted with methylene chloride (2 X 75 mL). The combined organic extracts were then washed with aq. Sodium Thiosulfate (sat), dried over Na2SO4 (anhyd) and concentrated under reduced pressure to obtain providing 1.6 g of the crude as a purple color solid in 94% yield. This crude was then carried through next step without purification. 1H NMR (400 MHz, DMSO-d6) delta 8.40 (d, J = 2.4 Hz, 1H), 7.99 (d, J = 2.4 Hz, 1H), 3.88 (s, 2H), 2.96 (t, J = 6.0 Hz, 2H), 2.56 (t, J = 6.0 Hz, 2H). LRMS: (M+H)+ = 305.0 m/z. Yield: 94%.

42923-79-5, As the rapid development of chemical substances, we look forward to future research findings about 42923-79-5

Reference£º
Patent; SOUTHERN RESEARCH INSTITUTE; OYAGEN, INC.; ANANTHAN, Subramaniam; AUGELLI-SZAFRAN, Corinne E.; BENNETT, Ryan P.; SMITH, Harold C.; VENUKADASULA, Phanindra Krishna Mohan; (227 pag.)WO2019/133666; (2019); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

7-Nitro-1,2,3,4-tetrahydroisoquinoline, cas is 42923-79-5, it is a common heterocyclic compound, the tetrahydroisoquinoline compound, its synthesis route is as follows.

To a stined solution of 7-nitro-1,2,3,4-tetrahydroisoquinoline (850 mg,4.77 mmol) in MeOH (10 mL) were added oxetan-3-one (152 mg, 0.77 mmol) and ZnC12 (1.7 g, 23.87 mmol) followed by NaCNBH3 (3.2 g, 23.87 mmol) at 0 C. The ice bath was removed, and the reaction was stined at RT for 3 h. The reaction was diluted with water (25 mL) and extracted with EA (3 x 20 mL). The organic layers were dried (Na2SO4), filtered and concentrated in vacuo. The crude compound was purified by column chromatography (neutral alumina) to afford 7-nitro-2-(oxetan-3-yl)- 1,2,3 ,4-tetrahydroisoquinoline (750 mg, 68%) as an off-white solid. MS (ESI) m/z 235.3 [M+H].

42923-79-5, As the rapid development of chemical substances, we look forward to future research findings about 42923-79-5

Reference£º
Patent; ZENO ROYALTIES & MILESTONES, LLC; HUANG, Peter, Qinhua; BOREN, Brant, Clayton; BUNKER, Kevin, Duane; LIU, Hui; PALIWAL, Sunil; (99 pag.)WO2019/28008; (2019); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

7-Nitro-1,2,3,4-tetrahydroisoquinoline, cas is 42923-79-5, it is a common heterocyclic compound, the tetrahydroisoquinoline compound, its synthesis route is as follows.

1. To the mixture of 1 (4 g, 22.5 mmol) in sat. aq. NaHCC>3 (50 mL) and THF (50 mL) was added BOC2O (5.63 g, 25.8 mmol) and the resulting mixture was stirred at RT for 16 h. The mixture was concentrated and the residue was extracted with EtOAc, and the combined organic phase was washed with brine, dried over Na2S04, filtered, concentrated and purified by chromatography on silica gel to give 2 (5.8 g, 93.5% yield) as a brown solid. MS (ESI): mass calcd. for Ci4H18N204 278.31, m/z found 301.0 [M+Na]+.

42923-79-5, As the rapid development of chemical substances, we look forward to future research findings about 42923-79-5

Reference£º
Patent; FORGE LIFE SCIENCE, LLC; REMISZEWSKI, Stacy; CHIANG, Lillian W.; MURPHY, Eain Anthony; KAYSER, Frank; SUN, Qun; FINK, Sarah Jocelyn; (128 pag.)WO2019/79519; (2019); 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.42923-79-5,7-Nitro-1,2,3,4-tetrahydroisoquinoline,as a common compound, the synthetic route is as follows.,42923-79-5

To a slurry containing 710 mg (3.3 mmol) of 7-NITRO-1, 2,3, 4-TETRAHYDROISOQUINOLINE and 10 mL of THF at 0C was added 1.15 mL (8.3 MMOL) of triethylamine, followed by 0.25 mL (3.5 MMOL) of acetyl chloride. The reaction mixture was allowed to stir for 30 min, then diluted with ethyl acetate, washed with water and brine, and dried over MGS04. The solvents were removed under reduced pressure to give the title compound as a brown oil (700mg, 96%).’H NMR (300 MHz, CDCI3) A 2.19 (s, 1.8H), 2.20 (s, 1.2H), 2.94 (t, 0.8H, J = 5.7 Hz), 3.00 (t, 1.2H, J = 5.7 Hz), 3.72 (t, 0.8H, J = 6.0 Hz), 3.86 (t, 1.2H, J = 6.0 Hz), 4.71 (s, 0.8H), 4.82 (s, 1.2H), 7.32 (dd, 1 H, J = 8.4 Hz), and 8.01-8. 07 (m, 2H); ESIMS : 221.0 (M+H) +

As the paragraph descriping shows that 42923-79-5 is playing an increasingly important role.

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2005/16914; (2005); 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: C8H14ClNO84,mainly used in chemical industry, its synthesis route is as follows.,42923-79-5

Combined solution of 7-nitro-1,2,3,4-tetrahydroisoquinoline (1.0 g, 5.61 mmol), Boc2O (2 mL, 8.42 mmol) and Et3N (1.5 mL, 11.22 mmol) dissolved in THF (12 mL) was stirred at room temperature for 2 h. After reaction completion, quenched with water, extracted with chloroform (3 X 50 mL). Evaporation of the solvent and purification of the resulting crude by silica gel column chromatography provided the desired product as a colorless viscous oil in 87% yield.1H NMR (400 MHz, Chloroform-d) delta 8.04 – 7.98 (m, 2H), 7.29 (d, J = 8.2 Hz, 1H), 4.66 (s, 2H), 3.69 (t, J = 5.9 Hz, 2H), 2.93 (t, J = 5.9 Hz, 2H), 1.50 (s, 9H). Yield: 87%.

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

Reference£º
Patent; SOUTHERN RESEARCH INSTITUTE; OYAGEN, INC.; ANANTHAN, Subramaniam; AUGELLI-SZAFRAN, Corinne E.; BENNETT, Ryan P.; SMITH, Harold C.; VENUKADASULA, Phanindra Krishna Mohan; (227 pag.)WO2019/133666; (2019); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

42923-79-5,7-Nitro-1,2,3,4-tetrahydroisoquinoline, cas is 42923-79-5, it is a common heterocyclic compound, the tetrahydroisoquinoline compound, its synthesis route is as follows.

A mixture of 7-nitro-1,2,3,4-tetrahydroisoquinoline (0.55 g, 3.1 mmole), di-t-butyldicarbonate (0.70 g, 3.2 mmole), triethylamine (1.0 mL, 7.7 mmole) in dichloromethane (8 mL) was stirred at rt for 8 h. The reaction mixture was diluted with water (50 mL) and stirred for 1 h. The organic phase was separated and washed with brine. Concentration of the organic phase gave 2-(t-butoxycarbonyl)-7-nitro-1,2,3,4-tetrahydroisoquinoline. 1H NMR (CDCl3): delta 8.03-7.95 (m, 2H), 7.28 (d, 1H, J=8.4 Hz), 4.66 (s, 2H), 3.68 (t, 2H, J=6.0 Hz), 2.92 (t, 2H, J=6.0 Hz), 1.49 (s, 9H).

42923-79-5 is used more and more widely, we look forward to future research findings about 7-Nitro-1,2,3,4-tetrahydroisoquinoline

Reference£º
Patent; RIGEL PHARMACEUTICALS, INC.; Singh, Rajinder; Argade, Ankush; Payan, Donald; Molineaux, Susan; Holland, Sacha; Clough, Jeffrey; Keim, Holger; Bhamidipati, Somasekhar; Sylvain, Catherine; Li, Hui; Rossi, Alexander; US2015/266828; (2015); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem