Category: 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.,42923-79-5

tert-Butyl 3,4-dihydro-7-nitroisoquinoline-2(1H)-carboxylate 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 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; Vertex Pharmaceuticals Incorported; US2011/98311; (2011); 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: 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

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

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

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

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

42923-79-5, 7-Nitro-1,2,3,4-tetrahydroisoquinoline is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1H NMR (400 MHz, DMSO-d6) delta 8.45 (dd, J = 7.9, 1.3 Hz, 1H), 8.21 (d, J = 2.4 Hz, 1H), 8.16 (dt, J = 8.1, 1.0 Hz, 1H), 8.09 (dd, J = 8.4, 2.5 Hz, 1H), 7.98 (ddd, J = 8.1, 7.3, 1.1 Hz, 1H), 7.87 (ddd, J = 8.4, 7.3, 1.4 Hz, 1H), 7.54 (d, J = 8.5 Hz, 1H), 4.74 (s, 2H), 3.73 (t, J = 5.9 Hz, 2H), 3.32 – 3.26 (m, 2H), 2.49-2.42 (m, 1H), 1.24 -1.11 (m, 4H). HRMS: (0603) C21H18N6O2 calculated (M+H)+ = 387.15640 m/z; found (M+H)+ = 387.15630. Yield: 50%., 42923-79-5

As the paragraph descriping shows that 42923-79-5 is playing an increasingly important role.

Reference£º
Patent; SOUTHERN RESEARCH INSTITUTE; OYAGEN, INC.; ANANTHAN, Subramaniam; AUGELLI-SZAFRAN, Corinne E.; BENNETT, Ryan P.; SMITH, Harold C.; VENUKADASULA, Phanindra Krishna Mohan; (227 pag.)WO2019/133666; (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: C8H14ClNO126,mainly used in chemical industry, its synthesis route is as follows.,42923-79-5

To a solution of 7-nitro-1,2,3,4-tetrahydroisoquinoline (33.1) (4 g, 22.44 mmol) in THF (100 mL) was added TEA (2.27 g, 22.45 mmol) and tert-butoxycarbonyl tert-butyl carbonate (5.4 g, 24.74 mmol) . The reaction mixture was stirred at room temperature for 2h. TLC showed the reaction was complete. The reaction mixture was quenched with water and extracted with ethyl acetate. The combined organic layers were washed with water and brine, dried over sodium sulfate and concentrated in vacuo. The crude product was purified by column chromatography (DCM) to afford tert-butyl 7-nitro-3,4-dihydroisoquinoline-2(1H)-carboxylate (33.2) as a yellow liquid (4.4 g, 70.4%). [00535] LCMS: 279.1 [M+1]+. [00536] 1HNMR (400 MHz, CDCl3): delta 1.50 (s, 9H), 2.93 (t, 2H), 3.69 (t, 2H), 4.66 (s, 2H), 7.29 (t, 1H), 8.03-8.02 (m, 2H).

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; CELGENE AVILOMICS RESEARCH, INC.; SCHWARTZ, C., Eric; SURAPANENI, Sekhar, S.; WORM, Karin Irmgard; (266 pag.)WO2016/90079; (2016); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

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

A solution of 7-nitro-1,2,3,4-tetrahydroisoquinoline (33.1) (200 mg, 1.12 mmol) and cyclobutanone (118 mg, 1.68 mmol) in methanol (15 mL) was stirred at ambient temperature for 2 h. NaBH3CN (141 mg, 2.24 mmol) was added, and the mixture was stirred at ambient temperature for 20 min. The reaction mixture was diluted with water and extracted with ethyl acetate. The combined organic layers were washed with water and brine, dried over sodium sulfate, and concentrated to afford the crude product. The crude product was purified by column chromatography (DCM/methanol: 10/1) to afford 2-cyclobutyl-7-nitro-1,2,3,4- tetrahydroisoquinoline (46.1) as a yellow oil (170 mg, 65%). [00668] LCMS: 233.1[M+1]+.

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; CELGENE AVILOMICS RESEARCH, INC.; SCHWARTZ, C., Eric; SURAPANENI, Sekhar, S.; WORM, Karin Irmgard; (266 pag.)WO2016/90079; (2016); 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.,42923-79-5

Step 1 2-(4,5-Dihydro-1H-imidazol-2-yl)-7-nitro-1,2,3,4-tetrahydroisoquinoline A mixture of 10 g of 7-nitro-1,2,3,4-tetrahydroisoquinoline, 13.7 g of 2-methylsulphanyl-4,5-dihydro-1H-imidazole hydriodide and 100 ml of methanol is heated at reflux for 12 hours. The addition of diethyl ether causes the separation of a precipitate, which is taken up in water, neutralised using sodium hydroxide and extracted with dichloromethane.

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; Lavielle, Gilbert; Muller, Olivier; Millan, Mark; Dekeyne, Anne; Brocco, Mauricette; US2002/25965; (2002); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem