Month: October 2020

As a common heterocyclic compound, it belongs to tetrahydroisoquinoline compound, name is 6-Methoxy-1,2,3,4-tetrahydroisoquinoline, and cas is 42923-77-3, its synthesis route is as follows.,42923-77-3

To a cooled (0 oC) solution of 1,1?-carbonyldiimidazole (350 mg, 2.20 mmol) in anhydrous MeCN (25 mL) was added THIQ 14 (326 mg, 2.00 mmol) and K2CO3 (4.00 mmol). The resulting mixture was stirred at 24 oC for 18 h and then concentrated under reduced pressure to afford a residue which was purified by column chromatography (100% EtOAc) to give imidazole 15 (493 mg, 96%) as a colourless oil, Rf 0.31 (100% EtOAc). This intermediate was immediately used without further purification in the next synthetic step. 1H NMR (300 MHz, CDCl3): deltaH 7.86 (d, J 0.9 Hz, 1H, imidazole-H), 7.20 (d, J 1.4 Hz, 1H, imidazole-H), 7.05 (d, J 1.4 Hz, 1H, imidazole-H), 6.95-6.92 (m, 1H, ArH), 6.71-6.64 (m, 2H, ArH), 4.61 (s, 2H, ArCH2N), 3.78-3.67 (m, 5H, overlapping signals – NCH2 and OMe), 2.90 (t, J 6.0 Hz, 2H, ArCH2CH2). 13C NMR (75 MHz, CDCl3): deltaC 29.1 (ArCH2CH2), 44.7 (CH2CH2N), 48.3 (ArCH2N), 55.6 (OMe), 113.3 (ArCH), 113.9 (ArCH), 118.2 (ArCH), 124.1 (ArC), 127.6 (ArCH), 130.1 (ArCH), 135.3 (ArC), 137.1 (ArCH), 151.4 (C-O), 159.0 (C=O).

With the complex challenges of chemical substances, we look forward to future research findings about 42923-77-3,belong tetrahydroisoquinoline compound

Reference£º
Article; Mabank, Tanya; Alexandre, Kabamba B.; Pelly, Stephen C.; Green, Ivan R.; van Otterlo, Willem A.L.; Arkivoc; vol. 2019; 4; (2019);,
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

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

6-Methoxy-1,2,3,4-tetrahydroisoquinoline, cas is 42923-77-3, it is a common heterocyclic compound, the tetrahydroisoquinoline compound, its synthesis route is as follows.

To a solution of 12 (29.0 g, 178 mmol) in DCM (250 mL) was added Et3N (49.6 mL, 356 mmol) and trifluoroacetic anhydride (29.7 mL, 213 mmol) at 0 C. The reaction mixture was stirred at rt for 3 h, quenched with water, and extracted with DCM. The combined organic layers were dried with Na2SO4, filtered, and concentrated. The crude mixture was purified by silica gel column chromatography using EtOAc/hexanes (1/1) as an eluent to afford the title compound 13 (30.0 g, 115.7 mmol, 65%) as a yellow solid. 1H NMR (300 MHz, CDCl3) delta 7.08-7.02 (m, 1H), 6.82-6.76 (m, 1H), 6.73-6.68 (m, 1H), 4.73-4.68 (m, 2H), 3.88-3.82 (m, 2H), 3.80 (s, 3H), 2.95-2.93 (m, 2H); EI/MS m/z 259.0 [M+].

42923-77-3, As the rapid development of chemical substances, we look forward to future research findings about 42923-77-3

Reference£º
Article; Achary, Raghavendra; Yun, Jeong In; Park, Chi Min; Mathi, Gangadhar Rao; Lee, Joo Yun; Ha, Jae Du; Chae, Chong Hak; Ahn, Sunjoo; Park, Chi Hoon; Lee, Chong Ock; Hwang, Jong Yeon; Yun, Chang-Soo; Jung, Hee Jung; Cho, Sung Yun; Kim, Hyoung Rae; Kim, Pilho; Bioorganic and Medicinal Chemistry; vol. 24; 2; (2016); p. 207 – 219;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

As a common heterocyclic compound, it belongs to tetrahydroisoquinoline compound, name is 6-Methoxy-1,2,3,4-tetrahydroisoquinoline, and cas is 42923-77-3, its synthesis route is as follows.,42923-77-3

The base (33 g, 0.2M) and Palladium Black (1.5 g) were mixed together and heated at 160-190 C. for 6 hours. The cooled reaction mixture was extracted with MeOH and the Palladium Black was filtered off. The MeOH was evaporated to dryness and the residue was chromatographed in CHCl3 on silica gel column. Fractions containing product were combined and evaporated to yield 6-methoxyisoquinoline as an oil (16 g, 50%).

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

Reference£º
Patent; SmithKline & French Laboratories, Ltd.; US4812573; (1989); A;,
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

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

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

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

A common heterocyclic compound, the tetrahydroisoquinoline compound, name is 6-Methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride,cas is 57196-62-0, mainly used in chemical industry, its synthesis route is as follows.

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 rapid development of chemical substances, we look forward to future research findings about 57196-62-0

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