Month: November 2020

Name is 6-Methoxy-1,2,3,4-tetrahydroisoquinoline, as a common heterocyclic compound, it belongs to tetrahydroisoquinoline compound, and cas is 42923-77-3, 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, 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.,42923-77-3 ,6-Methoxy-1,2,3,4-tetrahydroisoquinoline, other downstream synthetic routes, hurry up and to see

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

91-21-4, 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. 1,2,3,4-Tetrahydroisoquinoline, cas is 91-21-4,the tetrahydroisoquinoline compound, it is a common compound, a new synthetic route is introduced below.

Example 1: Synthesis of 3′-hydroxy-biphenyl-4-carboxylic acid 3-(2-methyl-l,2,3,4- tetrahydro-isoquinolin-7-ylcarbamoyl)-benzylamide (Compound 1, Table 1); To concentrated H2S04 (100 mL) at 4C add 1,2,3 ,4-tetrahydro-isoquinoline (24.01 g, 180.3 mmol) dropwise keeping the temp below 15C. To the stirring mixture at 4C add NaNC>3 (20.04 g, 198.2 mmol) carefully keeping internal temp below 10 C and stir the mixture overnight at rt. Carefully add the reaction to stirring NH4OH (300 mL) to a final pH = 8. Extract the mixture with DCM (3 x 200 mL) and wash the organic phase with brine (100 mL). Dry the mixture (Na2S04), filter and concentrate. Dissolve the crude residue in EtOH (80 mL) and add concentrated HC1 (25 mL) resulting in a light brown solid which crystallizes in MeOH to give the desired product 7-nitro-l,2,3,4-tetrahydro- isoquinoline (21.91 g, 123.0 mmol).

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 1,2,3,4-Tetrahydroisoquinoline, 91-21-4

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; COOK, Brian Nicholas; KOWALSKI, Jennifer A.; LI, Xiang; MARSHALL, Daniel Richard; SCHLYER, Sabine; SIBLEY, Robert; SMITH-KEENAN, Lana Louise; SOLEYMANZADEH, Fariba; SORCEK, Ronald John; YOUNG, Erick Richard Roush; ZHANG, Yunlong; WO2012/6203; (2012); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

42923-77-3, 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. 6-Methoxy-1,2,3,4-tetrahydroisoquinoline, cas is 42923-77-3,the tetrahydroisoquinoline compound, it is a common compound, a new synthetic route is introduced below.

6-Methoxy-l,2,3,4-tetrahydroisoquinoline (14.7 g, 90 mmol) is dissolved in hydrobromic acid (48%, 300 ml), and the mixture is heated at 120 0C for 16 h. The solvent is removed under reduced pressure to give the title compound as the hydrobromate.

The chemical industry reduces the impact on the environment during synthesis,42923-77-3,6-Methoxy-1,2,3,4-tetrahydroisoquinoline,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; NEUROGEN CORPORATION; WO2007/146122; (2007); A2;,
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

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 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

Name is 7-Nitro-1,2,3,4-tetrahydroisoquinoline, as a common heterocyclic compound, it belongs to tetrahydroisoquinoline compound, and cas is 42923-79-5, its synthesis route is as follows.

Step B; To a suspension of the product from Step A (12 g, 58 mmol), and pyridine (23.7 mL, 293 mmol) in anhydrous CH2Cl2 (50 ml) cooled at 0 C. was added in a dropwise manner trifluoroacetic anhydride (12 mL, 87 mmol), and the resulting mixture was stirred at room temperature for 18 h. The reaction mixture was poured onto ice (500 g) and extracted with CH2Cl2 (4¡Á150 mL). The combined CH2Cl2 layers were washed with 1 N HCl (4¡Á100 mL), saturated NaCl (100 mL), dried over Na2SO4, filtered and evaporated in vacuo to give the product (15.92 g, 89%); 1H NMR 500 MHz (CDCl3) delta=3.07 (2H, m), 3.91 and 3.94 (2H, t, J=6.2 Hz), 4.85 and 4.88 (2H, s), 7.36 (1H, dd, J=8.7 and 11.9 Hz), 8.07 (1H, dd, J=2.3 and 8.5 Hz), 8.01-8.08 (2H m).

42923-79-5, 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.,42923-79-5 ,7-Nitro-1,2,3,4-tetrahydroisoquinoline, other downstream synthetic routes, hurry up and to see

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

As a common heterocyclic compound, it belongs to tetrahydroisoquinoline compound, name is 8-Bromo-1,2,3,4-tetrahydroisoquinoline, and cas is 75416-51-2, its synthesis route is as follows.

(a) 8-bromo-l,2,3,4-tetrahydroisoquinoline (64 mg, 0.3 mmol) was dissolved in acetonitrile, K2C03(166 mg, 1.2 mmol) and ethyl 2-bromoacetate (40 mu^, 0.36 mmol) were added. The mixture was stirred at r.t. over night. The solvent was evaporated off, and the residue was extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated in vacuum. Purification through flash chromatography on silica gel eluted with 30percent ethyl acetate in hexane gave intermediate ethyl 2-(8-(2-chloro-4- methoxyphenyl)-3,4-dihydroisoquinolin-2(lH)-yl)acetate 73 mg as a brown oil, yield: 86.8percent. LC/MS: (ESI) [M+H]+= 299.2

75416-51-2, 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.,75416-51-2 ,8-Bromo-1,2,3,4-tetrahydroisoquinoline, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; UNIVERSITY OF WASHINGTON; FAN, Erkang; ZHANG, Zhongsheng; HUANG, Wenlin; BUCKNER, Frederick S.; (180 pag.)WO2018/237349; (2018); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

57060-88-5, 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. Methyl 1,2,3,4-tetrahydroisoquinoline-3-carboxylate hydrochloride, cas is 57060-88-5,the tetrahydroisoquinoline compound, it is a common compound, a new synthetic route is introduced below.

To a solution of Boc-Dmt-OH (309 mg, 1 mmol), HBTU (379 mg, 1 mmol) and DIEA (348 muL, 2 mmol) in 5 mL DMF was added a solution of HCl x H-Tic-OMe (227.5 mg, 1 mmol) and DIEA (174 muL, 1 mmol) in 5 mL DMF. The reaction mixture was stirred for 5 h at room temperature and progress of the reaction was monitored by TLC. After solvent evaporation in vacuo, the residue was dissolved in 50 mL AcOEt and the resulting solution was washed with 5% KHSO4 (aq.), saturated NaHCO3 (aq.) and brine. The organic phase was dried (MgSO4), filtered and evaporated to dryness, yielding 430 mg of crude product (90% yield). The crude Boc-protected dipeptide ester was deprotected by treatment with aqueous TFA (95% vv) for 45 min under stirring and cooling with ice. After TFA evaporation in vacuo, the TFA salt of the dipeptide ester was precipitated with ether (Et2O), affording 300 mg (90% yield) of crude product which was purified by preparative HPLC. TFA x H-Dmt-Tic-OMe: TLC Rf (I) 0.55; MS [M+H]+ 383.

The chemical industry reduces the impact on the environment during synthesis,57060-88-5,Methyl 1,2,3,4-tetrahydroisoquinoline-3-carboxylate hydrochloride,I believe this compound will play a more active role in future production and life.

Reference£º
Article; Weltrowska, Grazyna; Nguyen, Thi M.-D.; Chung, Nga N.; Wilkes, Brian C.; Schiller, Peter W.; Bioorganic and Medicinal Chemistry Letters; vol. 23; 18; (2013); p. 5082 – 5085;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

215798-14-4, 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. 6-(Trifluoromethyl)-1,2,3,4-tetrahydroisoquinoline hydrochloride, cas is 215798-14-4,the tetrahydroisoquinoline compound, it is a common compound, a new synthetic route is introduced below.

Step 4: (S)-N-[I -Benzyl-2-oxo-2-(6-trifluoromethyl-3,4-dihydro-1 H-isoquinolin-2-yl)-ethyl]- N-(4-pyridin-2-yl-benzyl)-3-(4-trifluoromethyl-phenyl)-acrylamide A mixture of (S)-3-phenyl-2-{(4-pyridin-2-yl-benzyl)-[3-(4-trifluoromethyl-phenyl)-acryloyl]- amino}-propionic acid (50 mg, 0.094 mmol), TBTU (30.3 mg, 0.094 mmol), and DIPEA (0.08 mL, 0.471 mmol) in dry DMF (1 mL) was stirred at rt for 30 min. Then a solution of 6- trifluoromethyl-1 ,2,3,4-tetrahydro-isoquinoline hydrochloride in dry DMF (1 ml.) was added and the reaction mixture was stirred overnight at rt and directy purified by preparativeHPLC.LC-MS: tR = 1.04 min; [M+H]+ = 714.15.

The chemical industry reduces the impact on the environment during synthesis,215798-14-4,6-(Trifluoromethyl)-1,2,3,4-tetrahydroisoquinoline hydrochloride,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; ACTELION PHARMACEUTICALS LTD; WO2009/141782; (2009); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem