Application of 2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid

42923-79-5, As the rapid development of chemical substances, we look forward to future research findings about 42923-79-5

A common heterocyclic compound, the tetrahydroisoquinoline compound, name is 7-Nitro-1,2,3,4-tetrahydroisoquinoline,cas is 42923-79-5, mainly used in chemical industry, its synthesis route is as follows.

2-Methyl-7-nitro-1,2,3,4-tetrahydroisoquinoline (252). Formic acid (9.4 mL, 250 mmol) was added dropwise to Ac2O (19 mL, 202 mmol) at 0 0C. The solution was stirred at 50 0C for 45 min, then cooled to -18 0C, diluted with THF (100 mL) and a solution of 7-nitro- 1 ,2,3,4-tetrahydroisoquinoline [(a) Tercel, M.; et al., J. Med. Chem. 1996, 39, 1084-1094; (b) Zhu, Z., et al., J. Med. Chem. 2003, 46, 831-837] (251) (13.8 g, 5.0 mmol) in THF (100 mL) was added and stirred at -15 to -18 0C for 30 min. The solution was warmed to 20 0C, the solvent evaporated and the residue partitioned between saturated aqueous NaHCO3 solution (250 mL) and EtOAc (250 mL). The aqueous fraction was extracted with EtOAc (3 x 250 mL), dried and the solvent evaporated. The residue was dissolved in THF (200 mL), EPO cooled to 10 0C and BH3 DMS solution (10 M, 19.4 mL, 194 mmol) was added. The solution was stirred at 20 0C for 1 h, diluted with MeOH (30 mL) and acidified with HCI solution (1 M, 45 mL). The solution was stirred at 40 0C for 15 min, the solvent evaporated and the residue partitioned between saturated aqueous NaHCO3 solution (250 mL) and EtOAc (250 mL). The aqueous fraction was extracted with EtOAc (3 x 250 mL), dried and the solvent evaporated. The residue was purified by chromatography, eluting with a gradient (2-5%) of MeOH/DCM, to give isoquinoline 252 (12.6 g, 85%) as an orange solid: 1H NMR delta 8.09 (dd, J = 8.4, 2.3 Hz, 1 H, H-6), 7.95 (d, J = 2.3 Hz, 1 H, H-8), 7.37 (d, J = 8.4 Hz, 1 H, H-5), 4.27 (d, J = 16.1 Hz1 1 H, H-1), 3.94 (d, J = 16.1 Hz, 1 H, H-1), 3.23-3.34 (m, 2 H, CH2), 2.99-3.18 (m, 2 H, CH2), 2.17 (s, 3 H, NCH3); MS (APCI) m/z 193 (MH+, 100%).

42923-79-5, As the rapid development of chemical substances, we look forward to future research findings about 42923-79-5

Reference£º
Patent; AUCKLAND UNISERVICES LIMITED; WO2006/104406; (2006); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Application of 3-Chlorobenzo[d]isothiazole

As the rapid development of chemical substances, we look forward to future research findings about 877861-62-6

A common heterocyclic compound, the tetrahydroisoquinoline compound, name is Methyl 1,2,3,4-tetrahydroisoquinoline-6-carboxylate hydrochloride,cas is 877861-62-6, mainly used in chemical industry, its synthesis route is as follows.

877861-62-6, Step 1 : Preparation of 2-(1 ,1-dimethylethyl) 6-methyl 3,4-dihvdro-2,6(1/-/)-isoquinoline- dicarboxylate; To a solution of methyl 1 ,2,3,4-tetrahydroisoquinoline-6-carboxylate hydrochloride(0.30 g, 1.32 mmol) in dioxane/H2O (2:1 , 5 ml.) was added 1 N NaOH (1.97 ml_, 1.97 mmol) followed by BoC2O (0.43 g, 1.97 mmol). The reaction was stirred at room temperature for 1 hour, at which time LCMS indicated complete conversion to product.The reaction was poured into H2O (10 ml.) and extracted with CH2CI2 (3×10 ml_). The organics were dried (Na2SO4) and evacuated. The crude carbamate was used directly in the next step.

As the rapid development of chemical substances, we look forward to future research findings about 877861-62-6

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/49154; (2009); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Application of Cinnoline-4-carboxylic acid

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

A common heterocyclic compound, the tetrahydroisoquinoline compound, name is 6-Methoxy-1,2,3,4-tetrahydroisoquinoline,cas is 42923-77-3, mainly used in chemical industry, its synthesis route is as follows.

A mixture of 6-methoxy- 1,2,3,4-tetrahydroisoquinoline (1.0 g, 6.13 mmol), ethyl 3-iodobenzoate (2.03 g, 7.35 mmol), Pd(dba)2(352 mg, 0.61 mmol), Cs2C03(7.98 g, 24.5 mmol) and X-phos (584 mg, 1.23 mmol) in DMF (15 mL) was degassed and purged with nitrogen for three times. The resulting mixture was stirred at 100C for 2 hours under nitrogen. The reaction mixture was cooled to room temperature and diluted with H20 (30 mL), and extracted with EA (20 mL X 2). The combined organic layers were dried over anhydrous Na2S04, filtered and concentrated to dryness. The residue was purified by chromatography on silica gel using 5-10% EA in PE as eluent to give the title compound (1.12 g, 58.7%) as a yellow liquid. +ESI-MS: m/z 311.7 [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; ALIOS BIOPHARMA, INC.; WANG, Guangyi; BEIGELMAN, Leonid; (56 pag.)WO2017/147047; (2017); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Some tips on 42923-77-3

42923-77-3 6-Methoxy-1,2,3,4-tetrahydroisoquinoline 39356, atetrahydroisoquinoline compound, is more and more widely used in various fields.

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.,42923-77-3

EXAMPLE 88 5-(3,4-Dimethoxybenzylamino)-2-(2-furyl)-8-(6-methoxy-1,2,3,4-tetrahydroisoquinolin-2-ylmethyl)[1,2,4]triazolo[1,5-c]pyrimidine (Compound 88) The subject compound (94%) was obtained as a pale brown oily matter from 5-(3,4-dimethoxybenzylamino)-8-formyl-2-(2-furyl)[1,2,4]triazolo[1,5-c]pyrimidine and 6-methoxy-1,2,3,4-tetrahydroisoquinoline in a manner similar to that in Example 1. 1H NMR (CDCl3, delta, ppm): 2.85-2.89 (m, 4H), 3.72 (s, 2H), 3.77 (s, 3H), 3.88 (s, 3H), 3.88 (s, 3H), 3.99 (s, 2H), 4.76 (d, J=5.6 Hz, 2H), 6.41 (t, J=5.6 Hz, 1H), 6.56 (dd, J=1.7, 3.4 Hz, 1H), 6.63-6.70 (m, 2H), 6.85 (d, J=8.0 Hz, 1H), 6.90-6.94 (m, 1H), 6.96 (s, 1H), 6.97 (d, J=8.0 Hz, 1H), 7.22 (d, J=3.4 Hz, 1H), 7.60 (d, J=1.7 Hz, 1H), 8.01 (s, 1H)

42923-77-3 6-Methoxy-1,2,3,4-tetrahydroisoquinoline 39356, atetrahydroisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Uesaka, Noriaki; Imma, Hironori; Kashima, Hajime; Kurokawa, Masako; Nonaka, Hiromi; Kanda, Tomoyuki; Kuwana, Yoshihisa; Toki, Shinichiro; Shimada, Junichi; US2004/110826; (2004); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Brief introduction of 42923-79-5

The synthetic route of 42923-79-5 has been constantly updated, and we look forward to future research findings.

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,42923-79-5

Synthesis of 7-nitroisoquinoline (31-3) Under refluxing, a solution of iodine (4.0 g, 15.9 mmol) in ethanol (56 mL) was added dropwise to a stirred solution of 31-2 (2.0 g, 9.34 mmol) in ethanol (24 mL) during 5 h. Then the resulted mixture was stirred for a further 66 h. The solvent was removed and the residual was loaded onto a silica gel chromatography column (PE:EA=6:1) to give 31-3 as a brown dark solid (602 mg, yield 36%).

The synthetic route of 42923-79-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Nivalis Therapeutics, Inc.; Wasley, Jan; Rosenthal, Gary J.; Sun, Xicheng; Strong, Sarah; Qiu, Jian; US9138427; (2015); B2;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

New learning discoveries about 923591-51-9

923591-51-9 5-Bromo-1,2,3,4-tetrahydroisoquinoline hydrochloride 45074003, atetrahydroisoquinoline compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.923591-51-9,5-Bromo-1,2,3,4-tetrahydroisoquinoline hydrochloride,as a common compound, the synthetic route is as follows.,923591-51-9

Example 62 : 5 -(3 ‘,4’-difluoro-3 -methoxy- [1, 1 ‘-biphenyl] -4-yl)-N-( 1 ,3 ,4-thiadiazol-2-yl)-3 ,4- dihydroisoquinoline-2( 1 H)-sulfonamide Step 1 : 5-bromo-N-(l,3,4-thiadiazol-2-yl)-3,4-dihydroisoquinoline-2(lH)-sulfonamide A solution of l, l”-sulfonyldiimidazole (0.588 g, 2.97 mmol) and l,3,4-thiadiazol-2- amine (0.300 g, 2.97 mmol) in 6 mL of DMF was cooled to 0C. NaH (60% in mineral oil) (0.238 g, 9.91 mmol) was added. After 30 minutes, the reaction mixture was heated to 80C for one hour. 5-bromo-l,2,3,4-tetrahydroisoquinoline hydrochloride (0.737 g, 2.97 mmol) and n,n-diisopropylethylamine (2.59 ml, 14.83 mmol) were added, and the reaction mixture was heated to 110C for an additional 3 hours. The reaction mixture was then diluted with DCM and washed with IN citric acid solution. The organics were dried over MgSC^ and concentrated. Purification of the crude residue by reverse phase column chromatography [Redisep Gold C18, 10-100% (0.1%NH4OH in MeOH)/(0.1%NH4OH in water)] gave 5- bromo-N-(l,3,4-thiadiazol-2-yl)-3,4-dihydroisoquinoline-2(lH)-sulfonamide (0.520 g, 1.386 mmol, 46.7 % yield). (M+H)+= 375.0.

923591-51-9 5-Bromo-1,2,3,4-tetrahydroisoquinoline hydrochloride 45074003, atetrahydroisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; AMGEN INC.; DINEEN, Thomas; KREIMAN, Charles; WEISS, Matthew; GEUNS-MEYER, Stephanie; WO2013/134518; (2013); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

New learning discoveries about 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.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.99365-69-2,7-Nitro-1,2,3,4-tetrahydroisoquinoline hydrochloride,as a common compound, the synthetic route is as follows.

99365-69-2, Into a 125 niL Erlenmeyer flask was charged 7-nitro- 1,2,3,4- tetrahydroisoquinoline, hydrochloric acid (3.17 g, 14.77 mmol) in dichloroethane (148 ml). The solution was stirred 10 minutes with 1 N NaOH, and the layers were separated. Paraformaldehyde (2.217 g, 73.8 mmol), acetic acid (4.23 ml, 73.8 mmol) and sodium cyanoborohydride (4.64 g, 73.8 mmol) were added. The reaction was heated at 90 0C overnight. The reaction was cooled to room temperature, and quenched with saturated aqueous sodium bicarbonate. The layers were separated, and the organic layer was dried over MgSO4, filtered, and concentrated onto silica gel. The reaction was purified by flash chromatography (50percent ethyl acetate:hexanes for 20 minutes, then to 100percent ethyl acetate:hexanes over 30 minutes) to provide the title compound. MS (DCI) m/e 193 (M+H)+.

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; ABBOTT LABORATORIES; CLARK, Richard, F.; BELL, Randy, L.; BA-MAUNG, Nwe, Y.; ERICKSON, Scott, A.; FIDANZE, Steve, D.; MANTEI, Robert, A.; SHEPPARD, George, S.; SORENSEN, Bryan, K.; WANG, Gary, T.; WANG, Jieyi; WO2010/138576; (2010); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Simple exploration of 42923-77-3

42923-77-3 6-Methoxy-1,2,3,4-tetrahydroisoquinoline 39356, atetrahydroisoquinoline compound, is more and more widely used in various fields.

42923-77-3, 6-Methoxy-1,2,3,4-tetrahydroisoquinoline is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,42923-77-3

General procedure: A solution of N-heterocycle compound (0.2 mmol) and graphene oxide (GO) (8 mg) in N,N-dimethylformamide(1.0 mL) was stirred in a sealed tube under an atmosphere of argon at 150 C for 18 h. After being cooled to room temperature,the reaction mixture was filtered and washed with ethyl acetate (20 mL). Afterward, 10 mL water was added tothe solution and extracted with ethyl acetate (3 ¡Á 15 mL), the combined organic layers were dried over anhydrous Na2SO4.The solvent was evaporated under vacuum and the crude product was purified by preparative thin-layer chromatography (TLC) on silica gel with petroleum ether and ethyl acetate to achieve the pure product.

42923-77-3 6-Methoxy-1,2,3,4-tetrahydroisoquinoline 39356, atetrahydroisoquinoline compound, is more and more widely used in various fields.

Reference£º
Article; Ma, Juan; Zhang, Jingyu; Zhou, Xiao; Wang, Jiawei; Gong, Hang; Journal of the Iranian Chemical Society; vol. 15; 12; (2018); p. 2851 – 2860;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Analyzing the synthesis route of 226942-29-6

226942-29-6, The synthetic route of 226942-29-6 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.226942-29-6,6-Bromo-1,2,3,4-tetrahydroisoquinoline,as a common compound, the synthetic route is as follows.

To a solution of 6-broino- I ,2,3,4-tetrahydro- iso-quinoline (1500 g, 71.1 mrnol) in DCM (160 mL) was added activated Mn0 (77.84 g, 859.7mmol). The mixture was stirred for 18 h at 11 and filtered. The filtrate was concentrated n vacuo, and the residue was purified by silica gel chroniatographv (PE:EtOAc =20:1 to 5:1) to afford the title compound.

226942-29-6, The synthetic route of 226942-29-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; ADAMS, Gregory, L.; COX, Jason, M.; DEBENHAM, John, S.; EDMONDSON, Scott; GILBERT, Eric, J.; GUO, Yan; JIANG, Yu; JOSIEN, Hubert; KIM, Hyunjin, M.; LAN, Ping; MIAO, Shouwu; PLUMMER, Christopher, W.; RAJAGOPALAN, Murali; SHAH, Unmesh; SUN, Zhongxiang; TRUONG, Quang, T.; UJJAINWALLA, Feroze; VELAZQUEZ, Francisco; VENKATRAMAN, Srikanth; SUZUKI, Takao; WANG, Nengxue; (182 pag.)WO2017/205193; (2017); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Brief introduction of 42923-77-3

42923-77-3, The synthetic route of 42923-77-3 has been constantly updated, and we look forward to future research findings.

42923-77-3, 6-Methoxy-1,2,3,4-tetrahydroisoquinoline is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6.1.19 1,2,3,4-Tetrahydroisoquinolin-6-ol hydrochloride (36) To a solution of 35 (205 mg, 1.26 mmol) in dry dichloromethane (10 mL) was added 1 N BBr3 in dichloromethane (2.6 mL, 2.6 mmol) at -78 C under N2. The mixture was stirred at -78 C for 1 h, and then stirred at room temperature overnight. Methanol (10 mL) was added. The reaction mixture was concentrated under reduced pressure, diluted with 1 N HCl (30 mL) and washed with ethyl acetate (30 mL * 3). The aqueous layer was concentrated to give crude 36 (288 mg) as a yellow solid. 1H NMR (400 MHz, D2O): delta 5.53-5.49 (m, 1H), 5.23-5.14 (m, 2H), 2.69 (d, J = 9.6 Hz, 2H), 1.92-1.84 (m, 2H), 1.50-1.46 (m, 2H).

42923-77-3, The synthetic route of 42923-77-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Dong, Yan; Li, Kehuang; Xu, Zhixiang; Ma, Haikuo; Zheng, Jiyue; Hu, Zhilin; He, Sudan; Wu, Yiyuan; Sun, Zhijian; Luo, Lusong; Li, Jiajun; Zhang, Hongjian; Zhang, Xiaohu; Bioorganic and Medicinal Chemistry; vol. 23; 21; (2015); p. 6855 – 6868;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem