Month: November 2020

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

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.151838-62-9,2-(tert-Butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid,as a common compound, the synthetic route is as follows.,151838-62-9

Example 1 L – (1, 2,3, 4-Tetrahydroisoquinolin-3-ylmethyl)-2, 3-dihydrospiro [indene-1, 4′- piperidine] (A) TERT-BUTYL3- (2, 3-DIHYDRO-1 H-SPIRO [INDENE-1, 4 -PIPERIDIN]-1 -YLCARBONYL)- 3, 4-dihydroisoquinoline-2 (1H)-CARBOXYLATE To a stirred solution of 2- (TERT-BUTOXYCARBONYL)-1, 2,3, 4-tetrahydroisoquinoline-3- carboxylic acid (610.1 mg, 2.2 mmol, this was prepared according to the reported method by S. E. Gibson et al, Bioorg. Med. CHEMLETT., 1997,7, 1289), 2,3- dihydrospiro [LH-INDENE-1, 4′-piperidine] hydrochloride (492.2 mg, 2.2 mmol), triethylamine (0.307 mL, 2.2 mmol), and hydroxybenzotriazole (327 mg, 2.42 mmol) in DMF (15 mL) and THF (10 mL) was added WSC (463.9 mg, 2.42 mmol) at- 20 C. After 2 days stirring at room temperature, the reaction mixture was poured into aqueous NAHCO3 solution (200 mL) and extracted with ether (100 mL x 2). The extracts combined were washed with water (70 mL), dried (MGS04), filtered, and concentrated. The crude product was purified by silica gel column chromatography (n-hexane/ethyl acetate: 2/1) to give 785.8 mg (80 %) of title compound as white solid. 1H NMR (300 MHz, CDC13) 8 7.25-7. 04 (8H, m), 5.47-5. 27 and 5. 08- 4. 73 (total 2H, each m), 4.65-4. 35 and 4.10-3. 90 (total 3H, each m), 3.40-2. 70 (6H, m), 2.18-2. 02 (2H, m), 2.00-1. 40 (13H, m, including 9H, s at 1.49 ppm).

151838-62-9 2-(tert-Butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid 2735649, atetrahydroisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; PFIZER JAPAN, INC.; PFIZER, Inc.; WO2005/16913; (2005); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

1-Phenyl-1,2,3,4-tetrahydroisoquinoline, cas is 22990-19-8, it is a common heterocyclic compound, the tetrahydroisoquinoline compound, its synthesis route is as follows.

REFERENCE EXAMPLE 1 To a 130 ml dichloromethane solution containing 6.28 g of 1-phenyl-1,2,3,4-tetrahydroisoquinoline and 3.34 g of triethylamine, 3.1 ml of ethyl chloroformate was added dropwise under ice-cooling, followed by stirring at room temperature overnight. The reaction solution was washed successively with water, 1N hydrochloric acid, water and brine and then dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure, thereby 10.58 g of ethyl 1-phenyl-1,2,3,4-tetrahydro-2-isoquinolinecarboxylate was obtained as pale yellow oil. Infrared absorption spectrum numax(neat)cm-1: 1700, 1430, 1296, 1230, 1122. Nuclear magnetic resonance spectrum (CDCl3, TMS internal standard); delta: 1.29 (3H, t, J=7.3 Hz), 2.75-3.45 (3H, m), 3.90-4.40 (1H, m), 4.21 (2H, q, J=7.3 Hz), 6.38 (1H, s), 6.95-7.45 (9H, m).

22990-19-8, As the rapid development of chemical substances, we look forward to future research findings about 22990-19-8

Reference£º
Patent; Yamanouchi Pharmaceutical Co., Ltd.; US6017927; (2000); A;,
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

A common heterocyclic compound, the tetrahydroisoquinoline compound, name is 1-Phenyl-1,2,3,4-tetrahydroisoquinoline,cas is 22990-19-8, mainly used in chemical industry, its synthesis route is as follows.

Racemic mixture of 1 -phenyl- 1, 2,3, 4-tetrahydroisoquinoline (40 g, 191 mmol) and D-(-)-tartaric acid (28.61 g, 191 mmol, ee 99%) are suspended in methanol (240 niL). The solution is heated to reflux, until the whole amount of solid is completely dissolved. The heating bath is being removed and to the clear solution water (120 mL) is added; the resulting mixture is left at ambient temperature (240C) for 24 h. Crystalline solid is filtered off (21.45 g). -17.02 (c=l%, H2O).Obtained crystalline solid is suspended in the mixture of 10% NaOHaq (120 mL) and ethyl acetate (50 mL), the solution is stirred at ambient temperature (240C) for about 10 min. until the whole amount of solid is dissolved. The reaction mixture is transferred into separatory flask, organic layer is separated and water phase is extracted with ethyl acetate (2×30 mL). Combined organic extracts are washed with water (1×40 mL), dried and condensed under vacuum to dryness. (S)-1-Phenyl- 1,2,3, 4-tetrahydroisoquinoline is obtained as crystalline solid (12 g, 30%), of enantiomeric excess ee = 100%. Chemical purity (HPLC): 99.96%; [alpha]25D = 38.20 (c=l%, CH2Cl2).

22990-19-8, As the rapid development of chemical substances, we look forward to future research findings about 22990-19-8

Reference£º
Patent; ZAKLADY FARMACEUTYCZNE POLPHARMA SA; WO2009/142521; (2009); A1;,
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

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

As a common heterocyclic compound, it belongs to tetrahydroisoquinoline compound, name is Methyl 1,2,3,4-tetrahydroisoquinoline-3-carboxylate hydrochloride, and cas is 57060-88-5, its synthesis route is as follows.,57060-88-5

Step A: Preparation of Methyl 1,2,3,4,4a,5,6,7,8,8a-Decahydroisoquinoline-3-carboxylate Methyl 1,2,3,4-tetrahydroisoquinoline-3-carboxylate hydrochloride (2.3 g, 10 mmol) in 200 ml absolute ethanol is hydrogenated at 50 psi, room temperature, using 0.6 g 5% Rh/C catalyst. After the theoretical amount of hydrogen is taken up (36 hours), the catalyst is filtered and the filtrate is evaporated to dryness. The residue is dissolved in methylene chloride and washed with a saturated solution of sodium carbonate. The organic phase is dried (Na2 SO4) and acidified with ethanolic HCl. Evaporation of the solvent yields 2.0 g of the product as a diastereomeric mixture which is used without further separation.

With the complex challenges of chemical substances, we look forward to future research findings about 57060-88-5,belong tetrahydroisoquinoline compound

Reference£º
Patent; Merck & Co., Inc.; US4381302; (1983); A;,
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: C8H14ClNO109,mainly used in chemical industry, its synthesis route is as follows.,29726-60-1

Example 141 : N-tert-Butyl-2-(6-{5-chloro-2-[(oxan-4-yl)amino]pyrimidin-4-yl}-1 -oxo-2,3- dihydro-1 H-isoindol-2-yl)acetamide (2628) (2629) A stirred solution of 2-(6-{5-chloro-2-[(oxan-4-yl)amino]pyrimidin-4-yl}-1-oxo-2,3-dihydro-1 H- isoindol-2-yl)acetic acid (Example 1 , 60 mg, 0.10 mmol, 70 % pure) in anhydrous 1 ,4- dioxane/DMF (3 : 1 , 1.5 mL) under nitrogen was treated with DIPEA (36 muIota_, 0.21 mmol), HBTU (81 mg, 0.21 mmol) and then tert-butylamine (17 muIota_, 0.16 mmol). The reaction was stirred for 4 days at room temperature and quenched by adding water. The product was extracted with EtOAc (x3) and the combined organic layers washed with brine, dried over MgS04, filtered and concentrated under vacuum. Purification by preparative HPLC gave the title compound (32 mg, 70 %) as a colourless solid. NMR (400 MHz, Me-c/3-OD): 8.36 (1 H, s), 8.24 (1 H, d), 8.08 (1 H, dd), 7.71 (1 H, dd), 4.66 (2H, s), 4.28 (2H, s), 4.1 1-4.02 (1 H, m), 4.02-3.95 (2H, m), 3.59-3.51 (2H, m), 2.05-1.97 (2H, m), 1.69-1.58 (2H, m), 1.38 (9H, s). MS: [M+H]+ = 458.

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

Reference£º
Patent; OTSUKA PHARMACEUTICAL CO., LTD.; BERDINI, Valerio; BUCK, Ildiko Maria; DAY, James Edward Harvey; GRIFFITHS-JONES, Charlotte Mary; HEIGHTMAN, Thomas Daniel; HOWARD, Steven; MURRAY, Christopher William; NORTON, David; O’REILLY, Marc; WOOLFORD, Alison Jo-Anne; COOKE, Michael Liam; COUSIN, David; ONIONS, Stuart Thomas; SHANNON, Jonathan Martin; WATTS, John Paul; (867 pag.)WO2017/68412; (2017); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

923591-51-9,5-Bromo-1,2,3,4-tetrahydroisoquinoline hydrochloride, cas is 923591-51-9, it is a common heterocyclic compound, the tetrahydroisoquinoline compound, its synthesis route is as follows.

5-Bromo-2-(methylsulfonyl)-l,2,3,4-tetrahvdroisoquinoline5-Bromo-l,2,3,4-tetrahydroisoquinoline hydrochloride was suspended in diethyl ether and washed with IN NaOH, dried with Na2SO4 and concentrated to give the free amine as an oil. The amine (405 mg, 1.9 mmol) and DIPEA (0.36 mL, 2.1 mmol) were dissolved in DCM (2 mL) and cooled to 0 0C. Methanesulphonylchloride (0.60 mL, 5.0 mmol) was added dropwise at 0 0C. The reaction mixture was allowed to reach RT and stirred for 1 h. The reaction was quenched with water and extracted with DCM. The combined organic layers were washed with brine, dried (Na2SO4) and concentrated to give the product as a white solid (0.5 g, 91%).1H NMR (300 MHz, CDCl3): delta 7.55 – 7.44 (m, IH), 7.16 – 7.00 (m, 2H), 4.46 (s, 2H), 3.60 (t, J = 6.1 Hz, 2H), 2.99 (t, J = 6.1 Hz, 2H), 2.86 (s, 3H); APCI-MS m/z: 290/292 1:1 [MH+].

923591-51-9 is used more and more widely, we look forward to future research findings about 5-Bromo-1,2,3,4-tetrahydroisoquinoline hydrochloride

Reference£º
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/7747; (2009); A2;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem