Tag: M.W:200-300

As a common heterocyclic compound, it belongs to tetrahydroisoquinoline compound, name is 6-Bromo-1,2,3,4-tetrahydroisoquinoline, and cas is 226942-29-6, 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, 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.,226942-29-6 ,6-Bromo-1,2,3,4-tetrahydroisoquinoline, other downstream synthetic routes, hurry up and to see

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, 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

99365-69-2, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 7-Nitro-1,2,3,4-tetrahydroisoquinoline hydrochloride, cas is 99365-69-2,the tetrahydroisoquinoline compound, it is a common compound, a new synthetic route is introduced below.

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).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 7-Nitro-1,2,3,4-tetrahydroisoquinoline hydrochloride, 99365-69-2

Reference£º
Patent; ARRAY BIOPHARMA INC.; WO2009/158426; (2009); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

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

To a dry 100 mL pressure bottle under nitrogen was added 2-chloro-4-(pyridin-3-yl)pyrimidine (961 mg, 5.02 mmol), 6-bromo-l,2,3,4-tetrahydroisoquinoline, HQ (1.40 g, 5.63 mmol) and acetonitrile (60 mL). The reaction was flushed briefly with argon, treated with Hunig’s base (2.6 mL, 14.89 mmol), capped and heated at 130 C for 18 h. The resulting tan solid was collected by vacuum filtration to afford 6-bromo-2-(4-(pyridin-3-yl)pyrimidin-2-yl)- 1,2,3,4-tetrahydroisoquinoline, 1.62 g (88%). LCMS (M+l) = 367.0 and 369.0.

215798-19-9, As the rapid development of chemical substances, we look forward to future research findings about 215798-19-9

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

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.

To a solution of 2- {4- [2-AMINO-3- (4- FLUOROPHENYL)-PROPIONYL]-3-CYCLOPROPYLMETHYL-2-OXO-PIPERAZIN-1-YL}-N-METHYL-3-NAPHTHALEN-2-YL- propionamide, 18, (44 mg, 0. 068 MMOL) in DMF (1 mL) are added 3, 4-DIHYDRO-1H-ISOQUINOLINE- 2, 3-dicarboxylic acid 2-tert-butyl ester (21 mg, 0.079 MMOL), 1-HYDROXYBENZO-TRIAZOLE (20 mg, 0,148 mmol), N-methylmorpholine (41 mg, 0.41 MMOL) and 1- (3-DIMETHYLAMINO-PROPYL)-3- ETHYLCARBODIIMIDE (16 mg, 0.083 mmol) consecutively. The reaction mixture is stirred for 3 hours, quenched with aqueous NH4CI and extracted several times with ethyl acetate. The combined extracts are dried over NA2SO4, filtered and concentrated in vacuo to a residue, which is purified over silica gel (CH2CI2/CH30H, 13: 1) to afford the desired product.

151838-62-9, As the rapid development of chemical substances, we look forward to future research findings about 151838-62-9

Reference£º
Patent; THE PROCTER & GAMBLE COMPANY; WO2004/37797; (2004); A2;,
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.

Example 20; 1 -phenyl -S-U-re-ftrifluoromethvD-S^-dihvdro-?d ffl-isoalphauinolinvnbutvD-IH-indole-S- carboxylic acid; To a solution of methyl 3-{4-[(methylsulfonyl)oxy]butyl}-1 -phenyl-1 H-indole-5-carboxylate (Intermediate 93) (120 mg, 0.3 mmol) in MIBK (10 ml), was added K2CO3 (105 mg, 0.75 mmol) and 6-(trifluoromethyl)-1 ,2,3,4-tetrahydroisoquinoline hydrochloride (72 mg, 0.36 mmol). The reaction mixture was stirred at 12O0C for 2 days. The mixture was filtered and the filtrate was evaporated. The residue was purified on SiO2 eluting with dichloromethane to dichloromethane/ethyl acetate 95/5 to give the ester (15 mg). The ester was diluted with methanol, NaOH 1 N (3 ml) was added and the mixture was stirred at reflux for 24 hours. The mixture was cooled and HCI 1 N ( 3 ml) was added. The mixture was concentrated and, the residue was purified on SiO2 eluting with dichloromethane to dichloromethane/ethyl acetate 95/5. The product was triturating in cyclohexane and the solid obtained was filtered and washed with pentane to give after drying the title compound as a cream solid (9 mg, 6%).MR1H (300 MHz), CDCI3 delta: 8.36 (s, 1 H), 7.83 (d, 1 H, J=9.63 Hz), 7.41 (m, 5H), 7.29 (m, 3H), 7.1 1 (s, 1 H), 7.06 (d, 1 H, J=8.61 Hz), 3.79 (m, 2H), 2.96 (m, 2H), 2.90 (m, 2H), 2.82 (m, 2H), 2.68 (m, 2H), 1.78 (m, 4H). TOF MS ES+ exact mass calculated for C29H27F3N2O2: 493.2103 (M+H)+ Found: 493.2105 (M+H)+ ; RT= 2.97 min.

215798-14-4, With the rapid development of chemical substances, we look forward to future research findings about 6-(Trifluoromethyl)-1,2,3,4-tetrahydroisoquinoline hydrochloride

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/47240; (2009); 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

A mixture of paraformaldehyde (350 mg, 3.63 mmol, 2.20 equiv) in methanol (1.00 mL) was stirred at 60 C for 1 h and then cooled to 40 C. To the mixture was added AcOH (1 drop) and 6-bromo-l, 2, 3, 4-tetrahydroisoquinoline (350 mg, 1.65 mmol, 1.00 equiv) followed by NaCNBH3 (114 mg, 1.82 mmol, 1.1 equiv). The mixture was stirred at 40C for 1 h and was subsequently filtered and concentrated in vacuo to give a residue. The residue was purified by prep-TLC (petroleum ether/ethyl acetate = 2/1) to afford 6-bromo-2-methyl-3, 4-dihydro -1 H- isoquinoline (360 mg, 1.59 mmol, 96.5% yield) as a yellow oil. 1H NMR (400MHz, CD3OD) d = 7.32 (s, 1H), 7.28 (dd, =2.0, 8.4 Hz, 1H), 7.00 (d, =8.0 Hz, 1H), 3.57 (s, 2H), 2.94 (t, =6.0 Hz, 2H), 2.75 – 2.72 (m, 2H), 2.46 (s, 3H).

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

Reference£º
Patent; MIRATI THERAPEUTICS, INC; MARX, Matthew, Arnold; LEE, Matthew, Randolph; BOBINSKI, Thomas, P.; BURNS, Aaron, Craig; ARORA, Nidhi; CHRISTENSEN, James, Gail; KETCHAM, John, Nichael; (225 pag.)WO2019/152419; (2019); A1;,
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.

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%)., 226942-29-6

226942-29-6 is used more and more widely, we look forward to future research findings about 6-Bromo-1,2,3,4-tetrahydroisoquinoline

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

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.,151838-62-9

To a solution of Boc-Tic-OH (0.33 g, 1.20 mmol) and 2TFAH2N-CH[(CH2)4-NH- Z]-Bid [benzyl 5-amino-5-(lH-benzo[Patent; GOVERNMENT OF THE UNITED STATES OF AMERICA, represented by THE SECRETARY, DEPARTMENT OF HEALTH AND HUMAN SERVICES; WO2008/16913; (2008); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

170097-67-3, 2-(tert-Butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-6-carboxylic acid is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,170097-67-3

General procedure: To a solution of corresponding acids (1.0mmol) in DCM (6mL) was added EDCI (1.5mmol), HOBt (1.5mmol), Et3N (3.0mmol) and corresponding amines (1.0mmol). The mixture was stirred at room temperature for 4h. The reaction mixture was diluted with saturated sodium bicarbonate aqueous solution (10mL) and extracted with DCM (3¡Á10mL). The combined organic layers were then dried and concentrated. The residue was purified by silica gel chromatography (dichloromethane/methanol, v/v, 90:10) to give the desired product.

As the paragraph descriping shows that 170097-67-3 is playing an increasingly important role.

Reference£º
Article; Shao, Jingwei; Zhu, Kongkai; Du, Daohai; Zhang, Yuanyuan; Tao, Hongrui; Chen, Zhifeng; Jiang, Hualiang; Chen, Kaixian; Luo, Cheng; Duan, Wenhu; European Journal of Medicinal Chemistry; vol. 164; (2019); p. 317 – 333;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem