Tag: M.W:200-300

6-Bromo-1,2,3,4-tetrahydroisoquinoline, cas is 226942-29-6, it is a common heterocyclic compound, the tetrahydroisoquinoline compound, its synthesis route is as follows.

To a dry microwave vial under nitrogen was added 2,4-dichloro-6-methyl-l,3,5-triazine (150 mg, 0.915 mmol), 6-bromo-l,2,3,4-tetrahydroisoquinoline (195 mg, 0.919 mmol) and anhydrous NMP (2.5 mL). The reaction was flushed with nitrogen, then treated with triethylamine (400 mu, 2.87 mmol), capped and allowed to stir at room temp for 30 min. The reaction was then treated with morpholine (800 mg, 9.18 mmol) and stirred at room temp for 2 h. The resulting white solid was collected by vacuum filtration to afford 4-(4- (6-bromo-3,4-dihydroisoquinolin-2(lH)-yl)-6-methyl-l,3,5-triazin-2-yl)mophiholine, 200 mg (54%). LCMS (M+l) = 390.1, 392.1. NMR (500 MHz, DMSO-de) delta 7.41 (d, J=1.7 Hz, 1H), 7.38 (dd, J=8.2, 2.1 Hz, 1H), 7.23 (d, J=8.2 Hz, 1H), 4.86 – 4.77 (m, 2H), 3.93 (br s, 2H), 3.78 – 3.69 (m, 4H), 3.62 (br d, J=4.6 Hz, 4H), 2.84 (br t, J=5.6 Hz, 2H), 2.20 (s, 3H).

226942-29-6, As the rapid development of chemical substances, we look forward to future research findings about 226942-29-6

Reference£º
Patent; VIIV HEALTHCARE UK (NO.5) LIMITED; BOWSHER, Michael S.; DESKUS, Jeffrey; EASTMAN, Kyle J.; GILLIS, Eric P; FRENNESSON, David B; IWUAGWU, Christiana; NAIDU, B. Narasimhulu; PARCELLA, Kyle E.; PEESE, Kevin M; SAULNIER, Mark G; SIVAPRAKASAM, Prasanna; (220 pag.)WO2018/127801; (2018); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

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

Example 62 : 5 -(3 ‘,4’-difluoro-3 -methoxy- [1, 1 ‘-biphenyl] -4-yl)-N-( 1 ,3 ,4-thiadiazol-2-yl)-3 ,4- dihydroisoquinoline-2( 1 H)-sulfonamide Step 1 : 5-bromo-N-(l,3,4-thiadiazol-2-yl)-3,4-dihydroisoquinoline-2(lH)-sulfonamide A solution of l, l”-sulfonyldiimidazole (0.588 g, 2.97 mmol) and l,3,4-thiadiazol-2- amine (0.300 g, 2.97 mmol) in 6 mL of DMF was cooled to 0C. NaH (60% in mineral oil) (0.238 g, 9.91 mmol) was added. After 30 minutes, the reaction mixture was heated to 80C for one hour. 5-bromo-l,2,3,4-tetrahydroisoquinoline hydrochloride (0.737 g, 2.97 mmol) and n,n-diisopropylethylamine (2.59 ml, 14.83 mmol) were added, and the reaction mixture was heated to 110C for an additional 3 hours. The reaction mixture was then diluted with DCM and washed with IN citric acid solution. The organics were dried over MgSC^ and concentrated. Purification of the crude residue by reverse phase column chromatography [Redisep Gold C18, 10-100% (0.1%NH4OH in MeOH)/(0.1%NH4OH in water)] gave 5- bromo-N-(l,3,4-thiadiazol-2-yl)-3,4-dihydroisoquinoline-2(lH)-sulfonamide (0.520 g, 1.386 mmol, 46.7 % yield). (M+H)+= 375.0.

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; AMGEN INC.; DINEEN, Thomas; KREIMAN, Charles; WEISS, Matthew; GEUNS-MEYER, Stephanie; WO2013/134518; (2013); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

As a common heterocyclic compound, it belongs to tetrahydroisoquinoline compound, name is 6-Bromo-1,2,3,4-tetrahydroisoquinoline hydrochloride, and cas is 215798-19-9, its synthesis route is as follows.,215798-19-9

Step F: Preparation of l-(6-Bromo-3,4-dihydroisoquinolin-2(lH)-yl)ethanone. To a stirred slurry of 6-bromo-l,2,3,4-tetrahydroisoquinoline hydrochloride (2.460 g, 9.90 mmol) in THF (39.6 mL) was added triethylamine (4.14 mL, 29.7 mmol). The reaction mixture was cooled in an ice-bath, and acetyl chloride (0.880 mL, 12.37 mmol) was added slowly. The ice-bath was removed and the mixture was stirred at room temperature for 30 min. The mixture was diluted with ethyl acetate and washed with 1 M HCl and brine. The ethyl acetate layer was dried over sodium sulfate and the solvent was removed under reduced pressure. The residue was purified by silica gel column chromatography to give the title compound (1.983 g). LCMS m/z = 256.3 [M+H]+. 1H NMR (400 MHz, CDCl3) delta ppm 2.17 (d, J = 1.52 Hz, 3H), 2.78-2.91 (m, 2H), 3.60-3.86 (m, 2H), 4.53-4.70 (m, 2H), 6.94-7.06 (m, IH), 7.28-7.36 (m, 2 H).

With the complex challenges of chemical substances, we look forward to future research findings about 6-Bromo-1,2,3,4-tetrahydroisoquinoline hydrochloride

Reference£º
Patent; ARENA PHARMACEUTICALS, INC.; WO2009/105206; (2009); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Name is 6-(Trifluoromethyl)-1,2,3,4-tetrahydroisoquinoline hydrochloride, as a common heterocyclic compound, it belongs to tetrahydroisoquinoline compound, and cas is 215798-14-4, its synthesis route is as follows.,215798-14-4

To a white suspension of 6-(trifluoromethyl)-1,2,3,4-tetrahydroisoquinoline hydrochloride (CAS-RN 2 15798-14-4; 500 mg, 2.04 mmol) and pyridine (339 mg, 4.29 mmol) in dichloromethane (5 mL) was added dropwise a solution of triphosgene (273 mg, 918 j.imol,) in dichioromethane (5 mL) at 0C. After 30 mm the ice bath was removed, then after 16 h the reaction mixture was partitioned between 1 M aq. hydrochloric acid solution and dichloromethane. The organic layer was washed with breind, dried over magnesium sulfate, filtered, and evaporated to produce the title compound (546 mg, quant.) as a yellow oil.

With the complex challenges of chemical substances, we look forward to future research findings about 6-(Trifluoromethyl)-1,2,3,4-tetrahydroisoquinoline hydrochloride

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; MATTEI, Patrizio; HUNZIKER, Daniel; DI GIORGIO, Patrick; HERT, Jerome; RUDOLPH, Markus; WANG, Lisha; WO2015/78803; (2015); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

6-(Trifluoromethyl)-1,2,3,4-tetrahydroisoquinoline hydrochloride, cas is 215798-14-4, it is a common heterocyclic compound, the tetrahydroisoquinoline compound, its synthesis route is as follows.,215798-14-4

5-Fluoro-2-nitroaniline (0.219 g, 1.40 mmole) was dissolved in anhydrous dimethylsulfoxide (6 mL). 6-(trifluoromethyl)-1,2,3,4-tetrahydroisoquinoline hydrochloride (0.50 g, 2.1 mmole) was added triethylamine (0.66 mL) and solid iodine (1 mg). The mixture was heated at reflux for 5 h. under argon. The reaction was dissolved in dichloromethane (10 mL) and extracted with water (10 mL). The organic layer was washed with 3*30 mL water and then dried through a 1PS filter and evaporated to dryness. The crude material was chromatographed on a silica gel column (10 g) packed in hexanes. The column polarity was increased to 100% ethyl acetate over 10 CV, at 12 mL/min. Fractions (22 mL each) containing the product were pooled and stripped to give 2-nitro-5-(6-(trifluoromethyl)-3,4-dihydroisoquinolin-2(1H)-yl)aniline (0.23 g, 42% yield).

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

Reference£º
Patent; SciFluor Life Sciences, Inc.; EDWARDS, D. Scott; ASKEW, Ben C.; FURUYA, Takeru; (64 pag.)US2017/355679; (2017); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Name is 6-Bromo-1,2,3,4-tetrahydroisoquinoline, as a common heterocyclic compound, it belongs to tetrahydroisoquinoline compound, and cas is 226942-29-6, its synthesis route is as follows.,226942-29-6

General procedure: The mixtures of 4-(bromomethyl)benzoic acid (200 mg, 0.93 mmol, 1 equiv.) and correspondingtetrahydroisoquinolines A (1.86 mmol, 2 equiv.) in 8 mL anhydrous THF were refluxed for 8 h,and the progress of the reaction was followed using TLC. After completion of the reaction, the reactionmixture was cooled to room temperature and the solvent was removed under vacuo. The resultantsolid was dissolved in 1N NaOH (20 mL) and then extracted with CH2Cl2 (3 20 mL). The aqueouslayer was acidified to pH = 1 using 10% HCl (20 mL), resulting in precipitation of the final compounds.

With the complex challenges of chemical substances, we look forward to future research findings about 6-Bromo-1,2,3,4-tetrahydroisoquinoline

Reference£º
Article; Jiang, Cheng-Shi; Ge, Yong-Xi; Cheng, Zhi-Qiang; Wang, Yin-Yin; Tao, Hong-Rui; Zhu, Kongkai; Zhang, Hua; Molecules; vol. 24; 14; (2019);,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

6-Bromo-1,2,3,4-tetrahydroisoquinoline, cas is 226942-29-6, it is a common heterocyclic compound, the tetrahydroisoquinoline compound, its synthesis route is as follows.

Step A: Preparation of l-(6-Bromo-3,4-dihydroisoquinolin-2(lH)-yl)-2- hydroxyethanone. A magnetically stirred flask equipped with a drying tube was charged with a solution of6-bromo-l,2,3,4-tetrahydroisoquinoline (3.43 g, 16.2 mmol) in anhydrous toluene (40 mL), to which was added 2,2-dimethyl-l,3-dioxolan-4-one (1.9 g, 16.2 mmol). The resulting solution was refluxed for 20 h. The reaction mixture was cooled, extracted with 1 N HCl (30 mL), followed by brine (20 mL), and the organic extract was dried over MgSO4. The resulting solution was reduced in volume to about 25 mL, and heptane (25 mL) was gradually added over 20 min as precipitate formed. The resulting white solid was collected by filtration and rinsed with 1 : 1 toluene/heptane to provide the title compound. LCMS m/z = 270.1 [M+H]+; 1H NMR (400 MHz, CDCl3) delta 2.48 (bs, IH), 2.87-2.94 (m, 2H), 3.55 (t, J= 5.9 Hz, 1.2H), 3.89 (t, J= 6.1 Hz, 0.8H), 4.26 (s, 2H), 4.40 (s, 0.8H), 4.75 (s, 1.2H), 7.00 (d, J= 8.3 Hz, 0.4H), 7.07 (d, J= 8.3 Hz, 0.6H), 7.32-7.39 (m, 2H).

226942-29-6, As the rapid development of chemical substances, we look forward to future research findings about 226942-29-6

Reference£º
Patent; ARENA PHARMACEUTICALS, INC.; WO2009/105206; (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) Production of 2-(7-nitro-3,4-dihydroisoquinolin-2(1H)-yl)ethanol: An acetonitrile solution (30 mL) of 3 g of the compound obtained in Production Example 22-1), 2.3 g of 2-chloroethanol and 3.9 g of potassium carbonate was stirred at 100¡ãC for 15 hours. The reaction liquid was cooled, diluted with chloroform and washed with saturated saline water. The organic layer was washed with saturated saline water, dried with anhydrous magnesium sulfate, and the solvent was evaporated away under reduced pressure. The resulting crude product was purified through basic silica gel column chromatography (hexane/ethyl acetate) and further through silica gel column chromatography (hexane/ethyl acetate) to obtain 1.5 g of the entitled compound as a colorless solid. 1H-NMR (CDCl3) delta: 8.00 (1H, dd, J=8.5, 2.2 Hz), 7.93 (1H, d, J=2.2 Hz), 7.28-7.25 (1H, m), 3.78 (2H, s), 3.74 (2H, t, J=5.5 Hz), 3.00 (2H, t, J=5.9 Hz), 2.86 (2H, t, J=5.9 Hz), 2.76 (2H, t, J=5.5 Hz) ESI-MS Found: m/z [M+H] 223

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

Reference£º
Patent; Banyu Pharmaceutical Co., Ltd.; EP2168966; (2010); 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.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 dry microwave vial under nitrogen was added 2,4-dichloro-6-methyl-l,3,5-triazine (150 mg, 0.915 mmol), 6-bromo-l,2,3,4-tetrahydroisoquinoline (195 mg, 0.919 mmol) and anhydrous NMP (2.5 mL). The reaction was flushed with nitrogen, then treated with triethylamine (400 mu, 2.87 mmol), capped and allowed to stir at room temp for 30 min. The reaction was then treated with morpholine (800 mg, 9.18 mmol) and stirred at room temp for 2 h. The resulting white solid was collected by vacuum filtration to afford 4-(4- (6-bromo-3,4-dihydroisoquinolin-2(lH)-yl)-6-methyl-l,3,5-triazin-2-yl)mophiholine, 200 mg (54%). LCMS (M+l) = 390.1, 392.1. NMR (500 MHz, DMSO-de) delta 7.41 (d, J=1.7 Hz, 1H), 7.38 (dd, J=8.2, 2.1 Hz, 1H), 7.23 (d, J=8.2 Hz, 1H), 4.86 – 4.77 (m, 2H), 3.93 (br s, 2H), 3.78 – 3.69 (m, 4H), 3.62 (br d, J=4.6 Hz, 4H), 2.84 (br t, J=5.6 Hz, 2H), 2.20 (s, 3H).

226942-29-6 6-Bromo-1,2,3,4-tetrahydroisoquinoline 15885183, atetrahydroisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; VIIV HEALTHCARE UK (NO.5) LIMITED; BOWSHER, Michael S.; DESKUS, Jeffrey; EASTMAN, Kyle J.; GILLIS, Eric P; FRENNESSON, David B; IWUAGWU, Christiana; NAIDU, B. Narasimhulu; PARCELLA, Kyle E.; PEESE, Kevin M; SAULNIER, Mark G; SIVAPRAKASAM, Prasanna; (220 pag.)WO2018/127801; (2018); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Name is 2-(tert-Butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-6-carboxylic acid, as a common heterocyclic compound, it belongs to tetrahydroisoquinoline compound, and cas is 170097-67-3, its synthesis route is as follows.,170097-67-3

General procedure: To a solution of 15 6 (60mg, 0.2mmol) in 57 CH2Cl2 (4mL) were added EDCI (58mg, 0.3mmol) and 16 DMAP (4 mg, 0.03mmol). The solution was stirred at room temperature for 0.5h and compound 715 (97mg, 0.18mmol) was added. The resulting mixture was stirred for another 8h and 58 water was added. The layers were separated, and the aqueous layer was extracted with CH2Cl2. The combined organic layers were dried over Na2SO4 and concentrated under vacuo. The residue was prified by chromatography (CH2Cl2/CH3OH 40:1) to provide 17 8 as white solid (108mg, 73%).

With the complex challenges of chemical substances, we look forward to future research findings about 2-(tert-Butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-6-carboxylic acid

Reference£º
Article; Liu, Xiaohua; Zhang, Yu; Huang, Wenjing; Tan, Wenfu; Zhang, Ao; Bioorganic and Medicinal Chemistry; vol. 26; 2; (2018); p. 443 – 454;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem