Downstream synthetic route of 7-Nitro-1,2,3,4-tetrahydroisoquinoline

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

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO65,mainly used in chemical industry, its synthesis route is as follows.,42923-79-5

A mixture of 1,2,3,4-Tetrahydro-7-nitroisoquinoline (2.5 g, 11.6 mmol), 1,4-dioxane (24 mL), H2O (12 mL) and 1N NaOH (12 mL) was cooled in an ice-bath, and Boc2O (2.8 g, 12.8 mmol) was added. The mixture was stirred at room temperature for 2.5 h, acidified with a 5% KHSO4 solution to pH 2-3, and then extracted with EtOAc. The organic layer was dried over MgSO4 and concentrated to give tert-butyl 3,4-dihydro-7-nitroisoquinoline-2(1H)-carboxylate (3.3 g, quant.), which was used without further purification. 1H NMR (400 MHz, DMSO-d6) delta 8.13 (d, J=2.3 Hz, 1H), 8.03 (dd, J=8.4, 2.5 Hz, 1H), 7.45 (d, J=8.5 Hz, 1H), 4.63 (s, 2H), 3.60-3.57 (m, 2H), 2.90 (t, J=5.9 Hz, 2H), 1.44 (s, 9H); HPLC ret. time 3.51 min, 10-99% CH3CN, 5 min run; ESI-MS 279.2 m/z (MH+).

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

Reference£º
Patent; Vertex Pharmaceuticals Incorporated; Van Goor, Fredrick F.; Burton, William Lawrence; US2015/231142; (2015); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Share a compound : 42923-79-5

42923-79-5 is used more and more widely, we look forward to future research findings about 7-Nitro-1,2,3,4-tetrahydroisoquinoline

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

Step A: 2-Methyl-7-nitro-1,2,3,4-tetrahydroisoquinoline 7-Nitro-1,2,3,4-tetrahydroisoquinoline (4.15 g, 23.3 mmol) was combined with paraformaldehyde (3.7 g, 116 mmol), HOAc (6.7 mL, 116 mmol), sodium cyanoborohydride (7.3 g, 116 mmol) in DCE (300 mL) and heated at reflux for 15 h. The reaction was cooled and quenched by stirring with saturated aqueous NaHCO3. The organic layer was dried with MgSO4. The solvent was removed under vacuum and the crude oil was purified by silica gel flash column chromatography (40-100% EtOAc/hexanes). Purification yielded 3.0 g (67%) of the title compound as an oil. 1H NMR (400 MHz, DMSO-d6) delta 8.14 (s, 1H), 8.09 (dd, J=8.5, 2.4 Hz, 1H), 7.52 (d, J=8.2 Hz, 1H), 4.22 (s, 2H), 3.29-3.23 (m, 2H), 3.16-3.08 (m, 2H), 2.67 (s, 3H).

42923-79-5 is used more and more widely, we look forward to future research findings about 7-Nitro-1,2,3,4-tetrahydroisoquinoline

Reference£º
Patent; Uehling, David Edward; Hubbard, Robert Dale; Waterson, Alex Gregory; Petrov, Kimberly; Bifulco, JR., Neil; Wilson, Joseph Wendell; Badiang, Jennifer Gabriel; Cheung, Mui; Yamabe, Mariko; US2009/149456; (2009); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Analyzing the synthesis route of 42923-79-5

With the synthetic route has been constantly updated, we look forward to future research findings about 7-Nitro-1,2,3,4-tetrahydroisoquinoline,belong tetrahydroisoquinoline compound

As a common heterocyclic compound, it belong tetrahydroisoquinoline compound,7-Nitro-1,2,3,4-tetrahydroisoquinoline,42923-79-5,Molecular formula: C9H10N2O2,mainly used in chemical industry, its synthesis route is as follows.,42923-79-5

2-Methanesulfonyl-l52,354-tetrahydro-isoquinolin-7-ylamine was prepared as follows: A solution of l5253,4-tetrahydro-isoquinolin-7-ylamine (1.255g)[ prepared from 1,2,3,4-tetrahydroisoquinoline according to J. Med. Chem., 2003, 46(5), pp831- 7.], NEt3 (l.lmL) and methanesulfonylchloride (0.6mL) in dry CH2Cl2 (2OmL) was stiired at R.T. overnight. Aqueous work-up followed by purification on silica gave 2- methanesulfonyl-7-nitro-l,25354-tetrahydro-isoquinoline (1.435g).

With the synthetic route has been constantly updated, we look forward to future research findings about 7-Nitro-1,2,3,4-tetrahydroisoquinoline,belong tetrahydroisoquinoline compound

Reference£º
Patent; LUDWIG INSTITUTE FOR CANCER RESEARCH; CANCER RESEARCH TECHNOLOGY LIMITED; INSTITUTE OF CANCER RESEARCH: ROYAL CANCER HOSPITAL; ASTELLAS PHARMA INC; PIRAMED LIMITED; WO2007/42806; (2007); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Some tips on 42923-79-5

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

It is a common heterocyclic compound, the tetrahydroisoquinoline compound, 7-Nitro-1,2,3,4-tetrahydroisoquinoline, cas is 42923-79-5 its synthesis route is as follows.,42923-79-5

STR52 7-Nitro-2-(1-(4-cyanobenzyl)-5-imidazolylmethyl)-1,2,3,4-tetrahydroisoquinoline Following the procedure described for Example 1, Step 6 but using 7-nitro-1,2,3,4-tetrahydroisoquinoline, the title compound was obtained (after treatment with HCl in ether) as a white solid.

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

Reference£º
Patent; Merck & Co., Inc.; US5977134; (1999); A;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

The important role of 42923-79-5

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

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

Some tips on 42923-77-3

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.

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

Application of 8-Methoxy-1,7-naphthyridin-6-amine

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

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

Extracurricular laboratory: Synthetic route of 42923-77-3

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

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

New learning discoveries about 42923-77-3

42923-77-3, As the paragraph descriping shows that 42923-77-3 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.42923-77-3,6-Methoxy-1,2,3,4-tetrahydroisoquinoline,as a common compound, the synthetic route is as follows.

Compound 7b (2.12 g, 13.0 mmol) was dissolved in HBr (48% in H2O). The mixture was stirred at 120 C for 3h and then concentrated in vacuo. The residue was suspended in EtOAc and the solvent was evaporated to produce 24 (2.99 g, 95%) as a red-brown solid. 1H NMR (300 MHz, D2O) : 7.10 (d, J = 8.4 Hz, 1H), 6.82 – 6.75 (m, 2H), 4.28 (s, 2H), 3.48 (t, J = 6.3 Hz, 2H), 3.05 (t, J = 6.3 Hz, 2H).

42923-77-3, As the paragraph descriping shows that 42923-77-3 is playing an increasingly important role.

Reference£º
Article; Zhao, Chao; Choi, You Hee; Khadka, Daulat Bikram; Jin, Yifeng; Lee, Kwang-Youl; Cho, Won-Jea; Bioorganic and Medicinal Chemistry; vol. 24; 4; (2016); p. 789 – 801;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Some tips on 6-Methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride

With the complex challenges of chemical substances, we look forward to future research findings about 57196-62-0,belong tetrahydroisoquinoline compound

As a common heterocyclic compound, it belongs to tetrahydroisoquinoline compound, name is 6-Methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride, and cas is 57196-62-0, its synthesis route is as follows.,57196-62-0

a) 1 ,2,3 ,4-Tetrahvdro-isoquinolin-6-ol hydrobromide6-Methoxy-l,2,3,4-tetrahydro-isoquinoline hydrochloride, prepared as in WO 2004/26305, (18.9 g, 94 mmol) in 48% aqueous hydrobromic acid was heated at 100 C for 12 h and then cooled to 0 C. The solid was filtered off, washed with t-butyl methyl ether and dried. Yield= 17.1 g (79%) APCI-MS m/z: 150 [M+H+];1HNMR (400 MHz, DMSOd6) delta2.91 (t, 2H), 3.27 – 3.35 (m, 2H), 4.13 (t, 2H), 4.52 (s, IH), 6.59 (d, IH), 6.66 (dd, IH), 7.00 (d, IH), 9.07 (s, 2H) ppm.

With the complex challenges of chemical substances, we look forward to future research findings about 57196-62-0,belong tetrahydroisoquinoline compound

Reference£º
Patent; ASTRAZENECA AB; WO2006/65215; (2006); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem