Category: 81237-69-6

81237-69-6, 5-Bromo-1,2,3,4-tetrahydroisoquinoline is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(b) A stirred, ice-cooled solution of the above 2:1 mixture (14.3 g) in dichloromethane (150 ml) was saturated with hydrogen chloride and then evaporated under reduced pressure to afford the corresponding hydrochloride salt which was collected and dried. A stirred mixture of platinum oxide (1g) and a solution of the preceding hydrochloride salt in ethanol (150 ml) was hydrogenated for 30 hours at 50 psi (3.45 bar) and room temperature, then filtered. The filtrate was evaporated under reduced pressure and the residue chromatographed on silica gel, using a mixture of dichloromethane:methanol: 0.880 aqueous ammonia solution (90:10:1) as eluent, to give an 85:15 mixture (5.62 g) of 5-methyl-1,2,3,4-tetrahydroisoquinoline and 5-bromo-1,2,3,4-tetrahydroisoquinoline as an oil; major component: Rf 0.32 (SS 9), m/e 148 (M+H)+. The above 85:15 mixture was converted to the corresponding 2-trifluoroacetyl derivative mixture, using the procedure described in Preparation 3(b), to afford an oil; major component: Rf 0.90 (SS 10), m/e 244 (M+H)+.

81237-69-6, 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; Pfizer Inc.; US5750520; (1998); A;,
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, 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

81237-69-6, 5-Bromo-1,2,3,4-tetrahydroisoquinoline is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

81237-69-6, Dissolve 5-bromo-1,2,3,4-tetrahydroisoquinoline (4.7 g, 22.2 mmol) in DCM (50 mL).MnO2 (38 g, 444 mmol) was added to the system and reacted at room temperature. The reaction was monitored by LC-MS and the filtrate was filtered.The product was concentrated to give 5-bromo-3,4-dihydroisoquinoline (4.5 g, yield: 97.8%), which was used in the next step without further purification.

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; Sichuan Kelun Botai Bio-pharmaceutical Co., Ltd.; Liu Gang; Wu Yongyong; Yu Hua; Wang Kunjian; Li Xiaoyong; Sun Ling; Wang Runjiang; Chen Qiangqiang; Yang Long; Song Hongmei; Zeng Hong; Zhang Hong; Ye Qijun; Wang Lichun; Wang Jingyi; (98 pag.)CN107540659; (2018); A;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

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

81237-69-6, Preparation of l-(5-bromo-3,4-dihydroisoquinolin-2(lH)-yl)-2-(4-methoxy-7-(3- methyl- IH-1 ,2,4-triazol- 1 -yl)- 1 H-pyrrolo[2,3 -c]pyridin-3-yl)ethane- 1 ,2-dione; [00106] A 20 mL vial was charged with 2-(4-methoxy-7-(3-methyl-lH-l,2,4- triazol-l-yl)-lH-pyrrolo[2,3-c]pyridin-3-yl)-2-oxoacetic acid (0.1 g, 0.332 mmol), 5- bromo-l,2,3,4-tetrahydroisoquinoline (0.083 g, 0.332 mmol), o-benzotriazol-1-yl- N,N,N’,N’-tetramethyluronium tetrafluoroborate (0.133 g, 0.415 mmol), Hunig’s Base (0.580 mL, 3.32 mmol), and DMF (3 mL). The vial was sealed and stirred at rt. After stirring the mixture for 70.5 h, the reaction was quenched with water. The solids that formed were collected by filtration. The mother liquor was concentrated under reduced pressure, and a second batch of solids was collected by recrystallizing from MeOH and water. The expected product, l-(5-bromo-3,4-dihydroisoquinolin-2(lH)- yl)-2-(4-methoxy-7-(3-methyl-lH-l,2,4-triazol-l-yl)-lH-pyrrolo[2,3-c]pyridin-3- yl)ethane-l,2-dione (0.145 g, 0.293 mmol, 88 % yield), was isolated as an off-white solid. LC/MS: m/z 495 (M+H)+, 497.02 (M + 3H)+ 1.935 min (method 1). 1H IMR (500 MHz, DMSO-d6) I’ ppm 12.42 (s, 1 H) 9.22 – 9.27 (m, 1 H) 8.18 – 8.31 (m, 1 H) 7.84 (s, 1 H) 7.09 – 7.59 (m, 3 H) 4.59 – 4.87 (m, 2 H) 3.67 – 3.95 (m, 5 H) 2.73 – 2.96 (m, 2 H) 2.47 – 2.52 (m, 3 H).

As the rapid development of chemical substances, we look forward to future research findings about 81237-69-6

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2009/158396; (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

Intermediate 24A. 5-Bromo-l,4-dihydroisoquinoline: 5-Bromo-l,2,3,4- tetrahydroisoquinoline (0.500 g, 2.36 mmol) in DCM (25 mL) was treated with manganese dioxide (3.69 g, 42.4 mmol). After 15 h, the reaction mixture was filtered through a plug of CELITE and filtrate concentrated. The imine was carried forward as is. MS (ESI) m/z: 209.8 (M+H)+.

As the paragraph descriping shows that 81237-69-6 is playing an increasingly important role.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; PINTO, Donald J.P.; CLARK, Charles G.; SMITH, II, Leon M.; ORWAT, Michael J.; JEON, Yoon; CORTE, James R.; WO2014/160668; (2014); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

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

2-Acetyl-5-bromo-l,2,3,4-tetrahydroisoquinoline5-Bromo-l,2,3,4-tetrahydroisoquinoline hydrochloride (2.0 g, 8.0 mmol) was taken up in diethyl ether (20 mL) and washed with NaOH (aq, IN), dried (Na2SO4) and concentrated to give the free amine (1.67 g) that was dissolved in pyridine (15 mL) and cooled to 0 0C. Acetic anhydride (0.82 mL, 8.7 mmol) was added dropwise and the reaction was stirred at RT overnight. Azeotropic evaporation with toluene several times gave the product as a white solid (1.9 g, 94%).1H NMR (SOO MHz, DMSO-d6): delta 7.53 – 7.46 (m, IH), 7.27 – 7.11 (m, 2H), 4.66 and 4.61 rotamers 4:6 (s, 2H), 3.73 – 3.66 (m, 2H), 2.83 and 2.71 rotamers 6:4 (t, J= 6.1 Hz, 2H), 2.09 and 2.07 rotamers 6:4 (s, 3H); APCI-MS m/z: 254/256 1:1 [MH+].

With the rapid development of chemical substances, we look forward to future research findings about 5-Bromo-1,2,3,4-tetrahydroisoquinoline

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 5-Bromo-1,2,3,4-tetrahydroisoquinoline, and cas is 81237-69-6, its synthesis route is as follows.

Sodium triacetoxyborohydride (5.81 g, 27.4 mmol) was added to a THF (100 mL)-DMF (10 mL) mixed solution of 5-bromo-1,2,3,4-tetrahydroisoquinoline (2.90 g, 13.7 mmol) and 3-(trifluoromethyl)benzaldehyde (2.74 mL, 20.6 mmol), and the mixture was stirred for 15 hours at room temperature. The reaction solution was treated with the addition of water and 1 N sodium hydroxide aqueous solution, and was extracted with ethyl acetate. The organic layer was washed with saturated saline, dried over anhydrous sodium sulfate, and then concentrated at reduced pressure. The residue was purified by silica gel column chromatography to give 4.77 g of the titled compound (yield 94%) in the form of an oily substance.1H-NMR (CDCl3) delta: 2.72-2.80 (2H, m), 2.82-2.92 (2H, m), 3.62 (2H, s), 3.72 (2H, s), 6.91-6.96 (1H, m), 6.96-7.03 (1H, m), 7.40 (1H, dd, J=7.5, 1.3 Hz), 7.46 (1H, d, J=7.5 Hz), 7.51-7.56 (1H, m), 7.58 (1H, d, J=7.5 Hz), 7.65 (1H, s)

81237-69-6, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,81237-69-6 ,5-Bromo-1,2,3,4-tetrahydroisoquinoline, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; Takeda Pharmaceutical Company Limited; US2010/41891; (2010); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

As a common heterocyclic compound, it belong tetrahydroisoquinoline compound,5-Bromo-1,2,3,4-tetrahydroisoquinoline,81237-69-6,Molecular formula: C9H10BrN,mainly used in chemical industry, its synthesis 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).

With the synthetic route has been constantly updated, we look forward to future research findings about 5-Bromo-1,2,3,4-tetrahydroisoquinoline,belong tetrahydroisoquinoline compound

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 quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO330,mainly used in chemical industry, its synthesis route is as follows.,81237-69-6

The reaction flask was added A1-4 (60mg, 0.18mmol), A25-4 (194mg, 0.92mmol), diisopropylethyl amine (119mg, 0.92mmol)And N- methylpyrrolidinone (1.5mL). The reaction at 120 8h, cooled to room temperature, water was added, extracted three times with ethyl acetate, the combined organic phases with saturated chlorineAqueous solution of sodium, dried over anhydrous sodium sulfate, and the solvent was evaporated, and purified by column chromatography (petroleum ether: ethyl acetate = 5: 1-3: 1) to give an oily compound (40mg,44%). After parsing NMR spectrum (map data in Table 1), the resulting solid was compound

With the synthetic route has been constantly updated, we look forward to future research findings about 5-Bromo-1,2,3,4-tetrahydroisoquinoline,belong tetrahydroisoquinoline compound

Reference£º
Patent; Suzhou Yunxuan Pharmaceutical Co., Ltd.; Zhang, Xiaohu; (54 pag.)CN105254613; (2016); 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.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