Tag: M.W:200-300

As a common heterocyclic compound, it belongs to tetrahydroisoquinoline compound, name is 5-Bromo-1,2,3,4-tetrahydroisoquinoline, and cas is 81237-69-6, its synthesis route is as follows.,81237-69-6

General procedure: step 1:The non-lipid compound (see Table 1 for specific substances) and the 1,2,3,4-tetrahydroisoquinoline compound (specificThe substance is shown in Table 1) added to the reaction vessel,Copper-containing compounds (see Table 1 for specific substances),Additives (see Table 1 for specific substances) and organic solvents (see Table 1 for specific substances) were added to the reaction vessel.Step 2: uniformly heat the reaction vessel (such as oil bath) to the temperature described in Table 1,The oxime compound and the 1,2,3,4-tetrahydroisoquinoline compound are reacted in an organic solvent and continue for the time described in Table 1;The reaction atmosphere to be described can be reacted by selecting air.Of course, the amount of oxygen required is 15-30%.Step 3: Purification step.

With the complex challenges of chemical substances, we look forward to future research findings about 81237-69-6,belong tetrahydroisoquinoline compound

Reference£º
Patent; Xiangtan University; Huang Huawen; Qu Zhonghua; Deng Guojun; Xiao Fuhong; Chen Shanping; (32 pag.)CN110294758; (2019); A;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

As a common heterocyclic compound, it belong tetrahydroisoquinoline compound,2-(tert-Butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-6-carboxylic acid,170097-67-3,Molecular formula: C15H19NO4,mainly used in chemical industry, its synthesis route is as follows.,170097-67-3

Step 3: lambda/-({2-r(trifluoromethvnoxylphenyl}methylV1 ,2.3.4-tetrahvdro-6- isoquinolinecarboxamide; To a solution of aforementioned carboxylic acid (0.20 g, 0.72 mmol) in DMF (5 ml.) was added DMAP (24.0 mg, 0.22 mmol) followed by 2-(trifluoromethoxy)benzylamine (108 DL, 0.79 mmol) and EDCI (138 mg, 0.72 mmol). After stirring overnight, the reaction was poured into H2O (10 ml.) and extracted with EtOAc (2×10 ml_). The organics were dried (Na2SO4) and evacuated. The crude material was redissolved in CH2CI2 (2 ml.) and treated with TFA (2 ml_). After stirring for 30 minutes, the reaction was diluted with CH2CI2 (15 ml.) and poured into ice cold 1 N NaOH (20 ml_). The organics were extracted, dried (Na2SO4), and evacuated to afford the title compound (0.15 g, 59%), which was used without further purification. MS (ES+) m/e 335.0 [M+1]+

With the synthetic route has been constantly updated, we look forward to future research findings about 2-(tert-Butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-6-carboxylic acid,belong tetrahydroisoquinoline compound

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/49154; (2009); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

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, (1-1) 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 bromoacetate, 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 the water and saturated aqueous solution of sodium chloride, and then dried with anhydrous sodium sulfate. After separating the desiccant by filtration, the filtrate was purified by silica gel column chromatography to obtain 1.1 g of 2-(ethoxycarbonylmethyl)-7-nitro-1,2,3,4-tetrahydroisoquinoline (yield: 57percent, oily product).

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

Reference£º
Patent; Terumo Kabushiki Kaisha; US5789595; (1998); A;,
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.226942-29-6,6-Bromo-1,2,3,4-tetrahydroisoquinoline,as a common compound, the synthetic route is as follows.,226942-29-6

To a solution of6-bromo-1,2,3,4-tetrahydroisoquinoiine (19.17 g, 90.39 mmol) in DCM (200 rnL) was addedTEA (18.29 g, 180.77mmoi) and Boc2O (23.67 g, 108.46 mmol) at 0C. After the completionof the addition, the mixture was stirred at 25C for 15 h. Water (300 mL) was added, and themixture was extracted with EtOAc (3xi00 mL). The organic layer was dried over Na2SO4 andconcentrated in vacuo. The resulting residue was purified by silica gel column chromatography (PR EtOAc ::: 50: Ito 10:1) to give the title compound,

As the paragraph descriping shows that 226942-29-6 is playing an increasingly important role.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; ADAMS, Gregory, L.; COX, Jason, M.; DEBENHAM, John, S.; EDMONDSON, Scott; GILBERT, Eric, J.; GUO, Yan; JIANG, Yu; JOSIEN, Hubert; KIM, Hyunjin, M.; LAN, Ping; MIAO, Shouwu; PLUMMER, Christopher, W.; RAJAGOPALAN, Murali; SHAH, Unmesh; SUN, Zhongxiang; TRUONG, Quang, T.; UJJAINWALLA, Feroze; VELAZQUEZ, Francisco; VENKATRAMAN, Srikanth; SUZUKI, Takao; WANG, Nengxue; (182 pag.)WO2017/205193; (2017); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

A common heterocyclic compound, the tetrahydroisoquinoline compound, name is Methyl 1,2,3,4-tetrahydroisoquinoline-8-carboxylate hydrochloride,cas is 1029689-82-4, mainly used in chemical industry, its synthesis route is as follows.,1029689-82-4

Example 11; Synthesis of methyl 2-f6.7.8-trimethoxyquinazoline-4-vD- 1.2.3.4- tetrahycroisoquinoline-8-carboxylate; [00214] Methyl 1, 2,3 ,4-tetrahydroisoquinoline-8-carboxy late hydrochloride (268 mg,1.18 mmol), N,N-dimethylacetamide (14.6 mL, 0.158 mol), 4-chloro-6,7,8- trimethoxyquinazoline (300 mg, 1.18 mol), sodium iodide (80 mg, 0.0005 mol), and potassium carbonate (407 mg, 02.94 mol) were combined and heated at 160 0C for 12 hr. The crude product was purified by preparative HPLC with a C 18 column using acetonitrile: water (with 0.1% formic acid) as eluant with a gradient from 10:90 (v/v) to 80:20 (v/v) at a flow rate of 45 mL/min to give methyl 2-(6,7,8-trimethoxyquinazoline-4-yl)- l,2,3,4-tetrahycroisoquinoline-8-carboxylate.

As the rapid development of chemical substances, we look forward to future research findings about 1029689-82-4

Reference£º
Patent; AMGEN INC.; MEMORY PHARMACEUTICALS CORPORATION; WO2007/103260; (2007); 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

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

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

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

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