Analyzing the synthesis route of 91-21-4

As the paragraph descriping shows that 91-21-4 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.91-21-4,1,2,3,4-Tetrahydroisoquinoline,as a common compound, the synthetic route is as follows.,91-21-4

1,2,3,4-tetrahydroisoquinoline (2.5 mL, 2.0 mmol) is dripped to H2SO4 (10 mL, 18.0 mmol) at 0 ¡ãC in 10 min, after that potassium nitrate (2.16 g, 2.14 mmol) is added in batches, and the temperature is increased to room temperate, then the mixture continues to react for 16 hrs. And then the reaction mixture is poured into ice water (50 mL), washed with ethyl acetate (30 mL * 2), and pH of the aqueous layer is adjusted to approximately 9?10 with ammonium hydroxide, then the aqueous layer is extracted with ethyl acetate (50 mL * 2), dried with anhydrous Na2SO4 and rotated to dryness. The resulted product is dissolved in ethyl acetate (20 mL) and its pH is adjusted to approximately 4?5 with HCl dissolved in ethyl acetate solution, then the mixture is filtered and washed, dried, to obtain a yellow solid of 1.8 g, that is 7-nitro-1,2,3,4-tetrahydroiso-quinoline hydrochloride with a yield of 42percent. Spectrum is: 1H NMR (400 MHz, DMSO) delta: 9.91(s, 2H), 8.20(d, J = 1.6 Hz, 1H), 8.10(dd, J = 8.4 Hz, 1.6 Hz, 1H), 7.52(d, J = 8.4 Hz, 1H), 4.37(s, 2H), 3.38(t, J = 6.0 Hz, 2H), 3.15(t, J = 6.0 Hz, 2H).

As the paragraph descriping shows that 91-21-4 is playing an increasingly important role.

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

Analyzing the synthesis route of 42923-77-3

The synthetic route of 42923-77-3 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.42923-77-3,6-Methoxy-1,2,3,4-tetrahydroisoquinoline,as a common compound, the synthetic route is as follows.,42923-77-3

Example 285A ethyl 4-(6-methoxy-3,4-dihydroisoquinolin-2(1H)-yl)benzoate The desired product was prepared by subtituting 6-methoxy-1,2,3,4-tetrahydroisoquinoline (prepared according to the procedure described in U.S. Pat. No. 1,845,403) for 1,4-dioxa-8-azasprio(4,5)decane in Example 158A. MS (DCI) m/e 312 (M+H)+.

The synthetic route of 42923-77-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Augeri, David J.; Baumeister, Steven A.; Bruncko, Milan; Dickman, Daniel A.; Ding, Hong; Dinges, Jurgen; Fesik, Stephen W.; Hajduk, Philip J.; Kunzer, Aaron R.; McClellan, William; Nettesheim, David G.; Oost, Thorsten; Petros, Andrew M.; Rosenberg, Saul H.; Shen, Wang; Thomas, Sheela A.; Wang, Xilu; Wendt, Michael D.; US2002/86887; (2002); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

New learning discoveries about 42923-79-5

As the paragraph descriping shows that 42923-79-5 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.42923-79-5,7-Nitro-1,2,3,4-tetrahydroisoquinoline,as a common compound, the synthetic route is as follows.,42923-79-5

The mixture of 7-Nitro- 1,2,3, 4-tetrahydro-isoquinoline (1.5 g, 8.38 mmole) and 10% Pd/C (300 mg) in diethyleneglycol (5 mL) was submitted to Smith Synthesizer under microwave radiation at 220 C for 25 min. The resulting mixture was diluted with MeOH arid filtered. The filtrate was concentrated and diluted with CH2Cl2, washed with sat’a’q. ‘ NH4CI and dried over Na2SO4. After filtration and concentration, the desired compound was isolated through flash chromatography (eluted with CH2Cl2:Me0H 9: 1) as an orange solid. MS: (ES+) 145(M+H). Calc’d. for C9H8N2 – 144.07.

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

Reference£º
Patent; AMGEN INC.; WO2007/48070; (2007); A2;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Downstream synthetic route of 42923-79-5

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

42923-79-5, 7-Nitro-1,2,3,4-tetrahydroisoquinoline is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A mixture of the required 1,2,3,4-tetrahydroisoquinoline derivative (1 equivalent), NaHCO3 (2 equivalents), and the appropriate substituted fluoro- or chlorobenzoic acid (1 equivalent) was heated at reflux in a mixture of ethanol : water (2:1) with stirring (15 hours). The ethanol was evaporated and the residue was poured onto ice and extracted several times with CH2Cl2. The combined organic layers were discarded and the aqueous layer acidified with concentrated hydrochloric acid solution until pH 2 yielding a solid. The solid was collected and dried in a vacuum dessicator over P2O5 giving the crude N-(carboxy-nitroaryl)-1,2,3,4-tetrahydroisoquinoline derivative.

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

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

Brief introduction of 42923-79-5

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

42923-79-5, 7-Nitro-1,2,3,4-tetrahydroisoquinoline is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

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]., 42923-79-5

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

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

Analyzing the synthesis route of 91-21-4

The synthetic route of 91-21-4 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.91-21-4,1,2,3,4-Tetrahydroisoquinoline,as a common compound, the synthetic route is as follows.,91-21-4

1,2,3,4-tetrahydroiosquinoline (Aldrich Tl,300-5, 100 gm) (11.6 g, 84.8 mmol) is added dropwise with care to stirred ice-cold concentrated H2S04 (42.0 mL). Potassium nitrate (9.40 g. , 93 mmol) is then added in small portions, taking care that the temperature of the reaction mixture does not rise above 5 C. After stirring overnight at room temperature the dark brown reaction mixture is added carefully to a stirred ice-cold concentrated NH40H solution. The basic red reaction mixture is extracted with chloroform (three times), and the combined chloroform extracts is washed with brine and dried over anhydrous Na2S04. Evaporation of the solvent gives a dark brown oil (14.6 g) which was taken up in EtOH (65 mL) and cooled in an ice bath. Treatment of this reddish solution with concentrated HCI (11 mL) yields a viscous yellow precipitate of the hydrochloride salt which is filtered and crystallized from methanol (250 mL) to yield the product compound (2) as a solid (5.36 g, ~30% yield). Alternatively, flash chromatography may be used to purify the crude reaction mixture before crystallization.

The synthetic route of 91-21-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ENVIVO PHARMACEUTICALS, INC.; WO2005/108367; (2005); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Analyzing the synthesis route of 42923-79-5

42923-79-5, The synthetic route of 42923-79-5 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.42923-79-5,7-Nitro-1,2,3,4-tetrahydroisoquinoline,as a common compound, the synthetic route is as follows.

(12-1) The raw material 7-nitro-1,2,3,4-tetrahydroisoquinoline was prepared according to Heterocyclic Chemistry,22, 329 (1985). In 20 ml of ethanol, 2.89 g of 7-nitro-1,2,3,4-tetrahydroisoquinoline was dissolved, 3.9 ml of triethylamine and 2.25 g of ethyl bromoacetate were added, and the mixture was refluxed by heating for an hour. After 1 hour, most of the solvent was distilled off under reduced pressure. The concentrated residue was extracted with ethyl acetate and dried with anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. The crude product obtained was purified by silica gel column chromatography using a mixture, ethyl acetate:n-hexane=1:3, as a developer and successively treated with a hydrochloric acid/dioxane solution to give 2.14 g of ethyl 7-nitro-1,2,3,4-tetrahydroisoquinoline-2-acetate hydrochloride.

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

Reference£º
Patent; Mitsui Toatsu Chemicals, Inc.; US5629321; (1997); A;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Application of 7-Nitro-1,2,3,4-tetrahydroquinoline

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

A common heterocyclic compound, the tetrahydroisoquinoline compound, name is 7-Nitro-1,2,3,4-tetrahydroisoquinoline,cas is 42923-79-5, mainly used in chemical industry, its synthesis route is as follows.

a. 2-[(4-cyanophenyl)-acetyl]-7-nitro-1,2,3,4-tetrahydro-isoquinoline 4.0 g (22.5 mmol) of 7-nitro-1,2,3,4-tetrahydro-isoquinoline are dissolved in 100 ml of chlorobenzene, mixed with 4.24 g (25 mmol) of 4-cyanophenylacetic acid chloride and refluxed for 2 hours. After cooling to ambient temperature the mixture is diluted with 11 of petroleum ether and filtered. The residue is dissolved in ethyl acetate and chromatographed on silica gel, eluding first with methylene chloride, later with methylene chloride/ethanol (50:1 and 25:1). The desired fractions are combined and evaporated down. Yield: 3.80 g (53% of theory), Rf -value: 0.50 (silica gel; methylene chloride/ethanol=19:1).

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

Reference£º
Patent; Boehringer Ingelheim KG; US6121308; (2000); A;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Analyzing the synthesis route of 42923-79-5

The synthetic route of 42923-79-5 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.42923-79-5,7-Nitro-1,2,3,4-tetrahydroisoquinoline,as a common compound, the synthetic route is as follows.,42923-79-5

7-Nitrotetrahydroisoquinoline (35.6 mg, 0.2 mmol), molybdenum disulfide (4 mg, 0.025 mmol), and a stir bar were placed in a reaction tube. After replacing the inert gas, 1 ml of DMF was added and sealed. Reaction tube. The reaction tube was placed in an oil bath at 150 C. and the reaction was stirred for 18 hours. After cooling to room temperature, the catalyst was removed by filtration. The filtrate was diluted with 15 mL of water, diluted with 15 mL of water, and extracted 3 times with ethyl acetate, 15 mL each time. The combined extracts were dried over anhydrous sodium sulfate and filtered, and the filtrate was concentrated under reduced pressure, and the crude product was applied to ethyl acetate: petroleum ether = 1:3 (1% triethylamine) as eluent. Analysis of the pure product. Brown oil, yield 75%

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

Reference£º
Patent; Xiangtan University; Gong Xing; Xie Guilin; Cai Changqun; Ma Juan; (19 pag.)CN107827817; (2018); A;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Downstream synthetic route of 57196-62-0

As the paragraph descriping shows that 57196-62-0 is playing an increasingly important role.

57196-62-0, 6-Methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,57196-62-0

Step B: N-[4-(6-Methoxy-3,4-dihydro-1H-isoquinolin-2-yl)-2,6-dimethyl-phenyl]-3,3-dimethylbutanamide Bis(dibenzylidineacetone)palladium (2 mg, 0.0035 mmol) and (2′-dicyclohexyl phosphanyl-biphenyl-2-yl)-dimethylamine (3.3 mg, 0.0084 mmol) were added to dry toluene (10 mL purged with argon) and stirred for 15 minutes under argon. Potassium tert-butoxide (197 mg, 1.75 mmol), 6-methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride salt (134 mg, 0.67 mmol) and N-(4-bromo-2,6-dimethyphenyl)-3,3-dimethylbutanamide (200 mg, 0.67 mmol) were then added and the reaction mixture was stirred at 80 C. overnight. The reaction mixture was then cooled to room temperature, concentrated, filtered through a pad of silica gel, and recrystallized from toluene to afford the title compound as a solid.1H NMR (DMSO-d6, 400 MHz) delta 1.05 (s, 9H), 2.10 (s, 6H), 2.14 (s, 2H), 2.87 (t, J=8 Hz, 2H), 3.48 (t, J=8 Hz, 2H), 3.72 (s, 3H), 4.26 (s, 2H), 6.68 (s, 2H), 6.79 (m, 2H), 7.14 (m, 1H), 8.85 (s, 1H).

As the paragraph descriping shows that 57196-62-0 is playing an increasingly important role.

Reference£º
Patent; Valeant Pharmaceuticals North America; US2008/139610; (2008); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem