Tag: M.W:200-300

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.

Into a 250-mL round-bottom flask, was placed 6-bromo-l,2,3,4-tetrahydroisoquinoline (6.0 g, 28.3 mmol) in MeOH (100 mL) under N2. To the stirred solution was added HCHO (1.02 g, 34 mmol) in portions at RT. The resulting solution was stirred for 4 h, then NaBLbCN (3.56 g, 56.6 mmol) was added in portions at RT. The resulting solution was stirred overnight at RT. The reaction was then quenched by the addition of water (100 mL) and extracted with 3×150 mL ethyl acetate. The organic layers were combined and dried over anhydrous sodium sulfate and concentrated under vacuum. The crude product was eluted from a silica gel column with acetate/petroleum ether (1 : 1). This resulted in 5 g (78.2%) of the title compound as a white solid. MS-ESI: 226/228 (M+l)., 226942-29-6

The synthetic route of 226942-29-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; IFM TRE, INC.; GLICK, Gary; ROUSH, William R.; VENKATRAMAN, Shankar; SHEN, Dong-Ming; GHOSH, Shomir; KATZ, Jason; SEIDEL, Hans Martin; FRANCHI, Luigi; WINKLER, David Guenther; OPIPARI JR., Anthony William; (783 pag.)WO2019/23147; (2019); 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

Add 4-(4,6-dimethoxy- 1,3 ,5-triazin-2-yl)-4-methylmorpholinium chloride (26.34 g, 94.86 mmol) to solution of 2-tert-butoxycarbonyl-3 ,4-dihydro- 1H-isoquinoline-6- carboxylic acid (18.79 g, 67.76 mmol), N,O-dimethylhydroxylamine hydrochloride (7.93g, 81.31 mmol) and N-methylmorpholine (13.71 g, 14.95 mL, 135.51 mmol) in methanol (563.70 mL). Stir the mixture at room temperature overnight. Concentrate under reduced pressure. Then add ethyl acetate (250 mL) and water (250 mL) to the mixture. Separate the layers and extract the aqueous layer with ethyl acetate (150 mL). Combine the organic layers, wash with aqueous hydrochloric acid solution (2 M, 200 mL), wash withsaturated aqueous sodium chloride (200 mL) and dry over sodium sulfate. Concentrate under reduced pressure to afford the title compound (24.28 g, 75.78 mmol). MS (m/z):321 (M+1).

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
Patent; ELI LILLY AND COMPANY; BURKHOLDER, Timothy Paul; DEL PRADO, Miriam Filadelfa; FERNANDEZ, Maria Carmen; HEINZ II, Lawrence Joseph; PRIETO, Lourdes; ZHAO, Genshi; WO2015/54060; (2015); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

226942-29-6, 6-Bromo-1,2,3,4-tetrahydroisoquinoline is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,226942-29-6

Add 6-bromo-1,2,3,4-tetrahydroisoquinoline (1.4 g, to a reaction flask containing dichloromethane (20 mL).6.60 mmol) and di-tert-butyldicarbonate (2.16 g, 9.90 mmol). After stirring at room temperature for 30 minutes, the reaction solution was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: EtOAc: EtOAc: EtOAc: EtOAc) 2.0 g, colorless oil, yield: 97%).

The synthetic route of 226942-29-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Beijing Yue Zhi Kangtai Bio-pharmaceutical Technology Co., Ltd.; Duan Maosheng; Xiong Yanlin; Liu Jiale; Tian Shihong; Dai Quan; (57 pag.)CN109232533; (2019); 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.215798-14-4,6-(Trifluoromethyl)-1,2,3,4-tetrahydroisoquinoline hydrochloride,as a common compound, the synthetic route is as follows.

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)., 215798-14-4

The synthetic route of 215798-14-4 has been constantly updated, and we look forward to future research findings.

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

226942-29-6, 6-Bromo-1,2,3,4-tetrahydroisoquinoline is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,226942-29-6

The mixture of 60% dispersion of NaH (80.0 mg, 2.0 mmol) inmineral oil and 5-bromo-tetrahydroquinoline (3) (212.0 mg,1.0 mmol) in dry DMF (4.0 ml) was stirred at 0 C for 30 min. 4-Fluoro-2-(trifluoromethyl) benzonitrile (378.2 mg, 2.0 mmol) wasadded and the mixture was warmed to room temperature. After2 h, the reaction mixture was quenched with cold water andextracted with ethyl acetate. The organic phase was washed withwater twice and then dried over anhydrous Na2SO4, filtered, andconcentrated under vacuum. Pure 4-(5-bromo-3,4-dihydroquinolin 1(2H)-yl)-2-(trifluoromethyl)benzonitrile (6)was obtained as a yellow solid (100.0 mg, yield 26.2%) after flashcolumn chromatography using a solvent of 10% ethyl acetate inhexanes. For the synthesis of intermediate 5 and 7, commerciallyavailable 2 and 4 were used respectively by the proceduredescribed for intermediate 6.

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

Reference£º
Article; Yu, Jiang; Zhang, Lanxi; Yan, Guoyi; Zhou, Peiting; Cao, Chaoguo; Zhou, Fei; Li, Xinghai; Chen, Yuanwei; European Journal of Medicinal Chemistry; vol. 171; (2019); p. 265 – 281;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

2-(tert-Butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid, cas is 151838-62-9, it is a common heterocyclic compound, the tetrahydroisoquinoline compound, its synthesis route is as follows.

The compound (6.27 g) of Example 27 (1) was dissolved in methylene chloride (50 mL), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (6.48 g) and n-pentylamine (3.1 mL) were successively added under ice-cooling, and the mixture was stirred at the same temperature for 1.5 hr. After the reaction mixture was washed successively with 10% aqueous citric acid solution and saturated brine, and dried over sodium sulfate. Then, methylene chloride was evaporated under reduced pressure. The obtained residue was dissolved in formic acid (20 mL), 10M hydrogen chloride – isopropanol solution (6.8 mL) was added under ice-cooling, and the mixture was stirred at the same temperature for 15 min. The reaction mixture was neutralized with saturated aqueous sodium hydrogen carbonate, extracted with ethyl acetate (50 mL), washed with saturated brine, and dried over sodium sulfate. Then, ethyl acetate was evaporated under reduced pressure. The obtained residue was washed with n-hexane, and the precipitate was collected by filtration to give a powder (2.58 g)., 151838-62-9

151838-62-9 is used more and more widely, we look forward to future research findings about 2-(tert-Butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid

Reference£º
Patent; Kyoto Pharmaceutical Industries, Ltd.; EP1857444; (2007); 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, To a stirred suspension of 7-nitro- 1,2,3, 4-tetrahydroisoquino line hydrochloride (7.00 g, 32.6 mmol) in dichloromethane (150 mL) at ambient temperature was added triethylamine (9.55 mL, 68,5 mmol) To the resulting solution was added di-tert-butyl dicarbonate (7.83 g, 35.9 mmol). The resulting solution was stirred at ambient temperature for 90 minutes, then concentrated. The residue was partitioned between ethyl acetate (100 mL) and IM citric acid (100 mL). The organic layer was washed with brine (50 mL), dried over sodium sulfate and concentrated to afford tert-butyl 7-nitro-3,4-dihydroisoquinoline- 2(lH)-carboxylate as a brown oil (9.43 g, 104percent yield).

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

Reference£º
Patent; ARRAY BIOPHARMA INC.; WO2009/158426; (2009); 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.81237-69-6,5-Bromo-1,2,3,4-tetrahydroisoquinoline,as a common compound, the synthetic route is as follows.,81237-69-6

Triphosgene (37 mg, 0.12 mmol) was added into a cold (0 C.) solution of 3-hydroxy-6,6-dimethyl-3-azabicyclo[3.1.0]hexane-2,4-dione (55 mg, 0.36 mmol), N,N-diisopropylethylamine (0.06 mL, 0.47 mmol) and dichloromethane (3 mL). The reaction mixture was allowed to come to room temperature and stirred for 30 minutes. The resulting solution was added dropwise into a cold (0 C.) solution of 5-bromo-1,2,3,4-tetrahydroisoquinoline (50 mg, 0.24 mmol), N,N-diisopropylethylamine (0.06 mL, 0.47 mmol) and dichloromethane (3 mL). The reaction mixture was allowed to come to room temperature and stirred for 1 hour. Then, the reaction was diluted in dichloromethane (25 mL) and washed with water (2*15 mL) and brine. The organic extracts were dried over anhydrous NaSO4. The solvents were removed under vacuum and the residue was purified on silica gel (Biotage; eluting solvents hexanes:EtOAc 3/1 ratio) to afford 6,6-dimethyl-2,4-dioxo-3-azabicyclo[3.1.0]hexan-3-yl 5-bromo-3,4-dihydroisoquinoline-2(1H)-carboxylate as colorless solid (56 mg, 65% yield); 1H NMR (400 MHz, CDCl3) delta ppm 7.48-7.46 (m, 1H), 7.10-7.04 (m, 2H), 4.75-4.63 (m, 2H), 3.83-3.74 (m, 2H), 2.99-2.95 (m, 2H).

81237-69-6 5-Bromo-1,2,3,4-tetrahydroisoquinoline 12823199, atetrahydroisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Malamas, Michael; Makriyannis, Alexandros; Lamani, Manjunath; Farah, Shrouq I.; US2019/152917; (2019); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

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

Intermediate 6: 1 ,1-Dimethylethyl 6-({ri-({5-chloro-2-r(cvclopropylmethyl)oxyl phenyllmethyl)- 5-methyl-1 /-/-pyrazol-3-yl1amino}carbonyl)-3,4-dihvdro-2(1 H)-isoquinolinecarboxylateTo a solution of 2-{[(1 ,1-dimethylethyl)oxy]carbonyl}-1 ,2,3,4-tetrahydro-6- isoquinolinecarboxylic acid (200 mg, 0.72 mmol), N-(3-dimethylaminopropyl)-N’- ethylcarbodiimide hydrochloride (158 mg, 0.82 mmol), 1-hydroxybenzotriazole hydrate (1 11 mg, 0.82 mmol) and diisopropylethylamine (1 15 mg, 0.89 mmol) in DCM (15 ml.) was added Intermediate 4 (200 mg, 0.69 mmol) and the mixture was stirred at room temperature for 4 days. The organic phase was then washed with HCI (1 N), NaOH (1 N) and brine, dried over Na2SO4, filtered and evaporated under reduced pressure. The residue was purified by flash column chromatography eluting with DCM/EtOAc: 90/10 to give the title compound as yellow oil (316 mg, 84%). LC/MS: m/z 551 (M+H)+, Rt: 4.15 min.

With the complex challenges of chemical substances, we look forward to future research findings about 170097-67-3,belong tetrahydroisoquinoline compound

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/10560; (2009); 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: C8H14ClNO137,mainly used in chemical industry, its synthesis route is as follows.,17680-55-6

EXAMPLE 105; To a solution of Intermediate 21 (150 mg, 0.43 mmol) in dichloromethane (10 mL) was added EDC (170 mg, 0.86 mmol), HOAt (59 mg, 0.43 mmol) and Intermediate 21 (91 mg, 0.43 mmol) and the resulting mixture was stirred at room temperature for 3 days. The reaction was quenched with water and diluted with 20 mL of dichloromethane. The organic layer was separated and the aqueous layer was extracted with DCM (2¡Á20 mL). The organics were combined, dried over sodium sulfate, filtered and evaporated under reduced pressure. The residue was purified by preparative TLC (eluant: 7% ethanol: 92% dichloromethane: 1.0% NH4OH) to yield 121 mg (50%) of the final desired product as a mixture of two cis isomers. LC-MS for C29H36BrFN2O calculated 526.28, found [M+H]+ 527 and [(M+2)+H]+ 529.

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

Reference£º
Patent; Butora, Gabor; Goble, Stephen D.; Pastemak, Alexander; Yang, Lihu; Zhou, Changyou; Moyes, Christopher R.; US2008/81803; (2008); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem