Category: tetrahydroisoquinoline

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.42923-79-5,7-Nitro-1,2,3,4-tetrahydroisoquinoline,as a common compound, the synthetic route is as follows.,42923-79-5

The mixture of 7-nitro-l,2,3,4-tetrahydroisoquinoline and 6-nitro-l,2,3,4- tetrahydroisoquinoline (1.Og, 5.6mmol, 1 equiv) was dissolved in a mixture of aqueous ammonium chloride [(2.4g, 44.8mmol, 8 equiv) in 6 ml of water] and ethanol (4ml). Iron powder (1.3g, 23.3mmol, 4 equiv) was added and the reaction mixture was stirred at 60C for 24hrs. The mixture was cooled down to room temperature and then filtered throughCelite. The filter cake was washed with ethanol (50ml). The orange solution was filtered again to remove any inorganics, concentrated in vacuum and azeotroped with toluene. The residue was stirred in ethanol (50ml) at 40C and filtered. The filtrate was concentrated to give the title mixture as a yellow solid ( 0.85g, 100%).1H NMR (MeOD, 400MHz) delta= 6.95 (m, IH), 6.66 (m, IH), 6.63 (m, IH), 4.2 (m, 2H), 3.4 (m, 2H), 3.0 (m, 2H).

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

Reference£º
Patent; CELLZOME AG; WO2009/62658; (2009); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

1,2,3,4-Tetrahydroisoquinoline, cas is 91-21-4, it is a common heterocyclic compound, the tetrahydroisoquinoline compound, its synthesis route is as follows.

91-21-4, To concentrated H2504 solution (62 mL) at 4 C was added 1,2,3,4- tetrahydroisoquinoline (15 g, 112.78 mmol) dropwise keeping the temperature below 15 C. To the stifling mixture at 4 C was added NaNO3 (12.5, 148.80 mmol) keeping internal temperature below 10 C. The reaction mixture was stined at RT for 16 h. The reaction mixture was added to NH4OH (185 mL) to a final pH = 8. The mixture was extracted with DCM (3 x 150 mL), washed with brine (75 mL) and dried (Na2504). The solvent was removed. The resulting crude was dissolved in EtOH (50 mL) and concentrated HC1 (14 mL) was added. The resulting solid was filtered and washed with diethyl ether to afford 7-nitro- 1,2,3,4-tetrahydroisoquinoline (13 g, 86%) as a mixture of isomers. MS (ESI) mlz: 179.1 [M+H].

As the rapid development of chemical substances, we look forward to future research findings about 91-21-4

Reference£º
Patent; ZENO ROYALTIES & MILESTONES, LLC; HUANG, Peter, Qinhua; BOREN, Brant, Clayton; BUNKER, Kevin, Duane; LIU, Hui; PALIWAL, Sunil; (99 pag.)WO2019/28008; (2019); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

6-Methoxy-1,2,3,4-tetrahydroisoquinoline, cas is 42923-77-3, it is a common heterocyclic compound, the tetrahydroisoquinoline compound, its synthesis route is as follows.

EXAMPLE 285A ethyl 4-(6-methoxy-3,4-dihydroisoquinolin-2(1H)-yl)benzoate The desired product was prepared by subtituting 6-methoxy-1,2,3,4-tetrahydroisoquinoline (prepared according to the procedure described in U.S. Pat. No. 1,845,403) for 1,4-dioxa-8-azasprio(4,5)decane in Example 158A. MS (DCI) m/e 312 (M+H)+.

42923-77-3, As the rapid development of chemical substances, we look forward to future research findings about 42923-77-3

Reference£º
Patent; Augeri, David J.; Baumeister, Steven A.; Bruncko, Milan; Dickman, Daniel A.; Ding, Hong; Dinges, Jurgen; Fesik, Stephen W.; Hajduk, Philip J.; Kunzer, Aaron R.; McClellan, William; Nettesheim, David G.; Oost, Thorsten; Petros, Andrew M.; Rosenberg, Saul H.; Shen, Wang; Thomas, Sheela A.; Wang, Xilu; Wendt, Michael D.; US2002/55631; (2002); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

As a common heterocyclic compound, it belongs to tetrahydroisoquinoline compound, name is Methyl 1,2,3,4-tetrahydroisoquinoline-6-carboxylate hydrochloride, and cas is 877861-62-6, its synthesis route is as follows.,877861-62-6

Intermediate 67; Methyl 2-(phenylmethyl)-1,2,3.4-tetrahvdro-6-isoquinolinecarboxylate; To a solution of methyl 1 ,2,3,4-tetrahydro-6-isoquinolinecarboxylate hydrochloride (230 mg, 1.01 mmol) in ethanol (10 ml) was added triethylamine (380 mul, 2.02 mmol) and (bromomethyl)benzene (120 mul, 1.01 mmol). The reaction mixture was stirred at room temperature overnight. The mixture was concentrated and the residue was diluted with a saturated solution of NaHCO3 and dichloromethane. The organic phase was extracted, dried over Na2SO4, filtered and concentrated to give the title compound as yellow oil (260 mg, 86%). LC/MS : m/z 282 (M+H)+, Rt: 3.47.

With the complex challenges of chemical substances, we look forward to future research findings about 877861-62-6,belong tetrahydroisoquinoline compound

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/47240; (2009); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

2-(tert-Butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-6-carboxylic acid, cas is 170097-67-3, it is a common heterocyclic compound, the tetrahydroisoquinoline compound, its synthesis route is as follows.

To a stirred solution of 1 (1.5 g, 5.4 mmol) in toluene (15 mL) was added DPPA (2.17 g, 8.11 mmol), Et3N (1.05 mL, 8.11 mmol) and benzyl alcohol (0.876 g, 8.11 mmol) under N2. The reaction mixture was allowed to reflux for 12 h, cooled and diluted with ethyl acetate (100 mL). It was washed with water (5 mL), brine solution (5 mL) and dried over Na2SO4. It was filtered and concentrated under reduced pressure and the residue was purified by column chromatography (SiO2, 60-120, chloroform/methanol, 9/1) gave 2 (2.0 g, 97%) as a white solid.

170097-67-3, As the rapid development of chemical substances, we look forward to future research findings about 170097-67-3

Reference£º
Patent; AVILA THERAPEUTICS AND USES THEREOF; WO2009/158571; (2009); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

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

General procedure: A solution of amine (0.2 mmol) and MnCl2¡¤4H2O (5.9 mg, 15 mol%) in DMF (1.0 mL) was stirred in a sealed microwave reaction tube under an atmosphere of argon at 150 C for 10 h. The mixture was cooled to r.t., and water (10 mL) was added; the mixture was extracted with EtOAc (3 ¡Á 15 mL). The combined organic layers were dried (anhyd Na2SO4), the solvent was evaporated under vacuum, and the crude product was purified by preparative TLC (silica gel, petroleum ether/EtOAc) to obtain the pure product.

With the complex challenges of chemical substances, we look forward to future research findings about 42923-79-5,belong tetrahydroisoquinoline compound

Reference£º
Article; Ma, Juan; Zhang, Jingyu; Gong, Hang; Synthesis; vol. 51; 3; (2019); p. 693 – 703;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Name is 2-(tert-Butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-6-carboxylic acid, as a common heterocyclic compound, it belongs to tetrahydroisoquinoline compound, and cas is 170097-67-3, its synthesis route is as follows.,170097-67-3

To a suspension of 3,4-dihydro-1H-isoquinoline-2,6-dicarboxylic acid 2-tert-butyl ester (96 mg, 0.348 mmol) in toluene (4 mL) is added SOCl2 (254 muL, 10 eq.). The mixture is heated to reflux for 3 hours. All the solvent is removed under reduced pressure. The residue is redissolved in toluene and evaporated to dryness twice to remove excess HCl and is dried under high vacuum for 2 hours to give crude 6-chlorocarbonyl-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester.

With the complex challenges of chemical substances, we look forward to future research findings about 2-(tert-Butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-6-carboxylic acid

Reference£º
Patent; Novartis AG; PAN, Shifeng; GRAY, Nathanael S.; FAN, Yi; GAO, Wenqi; MI, Yuan; EP1644367; (2015); B1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

1,2,3,4-Tetrahydroisoquinoline, cas is 91-21-4, it is a common heterocyclic compound, the tetrahydroisoquinoline compound, its synthesis route is as follows.

91-21-4, 1,2,3,4-Tetrahydroisoquinoline (6.3 mL, 50.0 mmol) was added dropwise to a stirred ice-cold solution of concentrated H2SO4 (25 mL). KNO3 (5.6 g, 55.0 mmol) was added portionwise while maintaining the temperature below 5¡ã C. The mixture was stirred at room temperature overnight, carefully poured into an ice-cold solution of concentrated NH4OH, and then extracted three times with CHCl3. The combined organic layers were washed with brine, dried over Na2SO4 and concentrated. The resulting dark brown oil was taken up into EtOH, cooled in an ice bath and treated with concentrated HCl. The yellow precipitate was collected via filtration and recrystallized from methanol to give 1,2,3,4-tetrahydro-7-nitroisoquinoline hydrochloride as yellow solid (2.5 g, 23percent). 1H NMR (400 MHz, DMSO-d6) delta 9.86 (s, 2H), 8.22 (d, J=1.6 Hz, 1H), 8.11 (dd, J=8.5, 2.2 Hz, 1H), 7.53 (d, J=8.5 Hz, 1H), 4.38 (s, 2H), 3.38 (s, 2H), 3.17-3.14 (m, 2H); HPLC ret. time 0.51 min, 10-99percent CH3CN, 5 min run; ESI-MS 179.0 m/z (MH+).

As the rapid development of chemical substances, we look forward to future research findings about 91-21-4

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

99365-69-2, 7-Nitro-1,2,3,4-tetrahydroisoquinoline hydrochloride is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

2) Production of 2-methyl-7-nitro-1,2,3,4-tetrahydroisoquinoline: 5.9 g of sodium cyanoborohydride was added to a methanol (450 mL) solution of 10 g of the compound obtained in the above reaction 1), 10.4 mL of aqueous 37 percent formaldehyde solution and 4 mL of acetic acid, and stirred at 50¡ãC for 15 hours. The precipitated solid was taken out through filtration and washed with methanol. The resulting crude product was purified through basic silica gel column chromatography (hexane/ethyl acetate) to obtain 8.7 g of the entitled compound as a colorless solid. 1H-NMR (CDCl3) delta: 7.99 (1H, dd, J=8.5, 2.0 Hz), 7.92 (1H, d, J=2.0 Hz), 7.26 (1H, d, J=8.5 Hz), 3.65 (2H, s), 3.01 (2H, t, J=5.9 Hz), 2.73 (2H, t, J=5.9 Hz), 2.49 (3H, s) ESI-MS Found: m/z [M+H] 193, 99365-69-2

99365-69-2 7-Nitro-1,2,3,4-tetrahydroisoquinoline hydrochloride 13521670, atetrahydroisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Banyu Pharmaceutical Co., Ltd.; EP2168966; (2010); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem