Downstream synthetic route of 57196-62-0

As the paragraph descriping shows that 57196-62-0 is playing an increasingly important role.

57196-62-0, 6-Methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

57196-62-0, To an ice bath cooled mixture of 6-methoxy-1,2, 3, 4-tetrahydroisoquinoline hydrochloride salt from part a) (23 g, 115.2 [MMOL)] and triethylamine (48 mL) in dichloromethane (400 mL) was added [TRIFLUOROACETIC] anhydride (19.5 mL). The solution was stirred for 1 hour at room temperature before quenching with saturated sodium bicarbonate. The organic layer was removed, dried [(MGS04)] and purified by chromatography on silica eluting with 10% EtOAc/Hexane up to 30% EtOAc/Hexane yielding the title compound D16 as a clear oil (7.75 [G).] MH+ 260.’H NMR [8] (CDCI3) 2.88-2. 98 (2H, t), 3.74-3. 90 (5H, m), 4.63-4. 75 (2H, d), 6.65-6. 84 (2H, m), 7.01-7. 10 (1H, m).

As the paragraph descriping shows that 57196-62-0 is playing an increasingly important role.

Reference£º
Patent; GLAXO GROUP LIMITED; WO2003/99786; (2003); A2;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

New learning discoveries about 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.,42923-77-3

(a) 6-Methoxy-2-capryloyl-1,2,3,4-tetrahydroisoquinoline 4.0 g of 6-methoxy-1,2,3,4-tetrahydroisoquinoline and 3.5 ml of triethylamine in 50 ml of methylene chloride are initially introduced, and a solution of 4.0 g of octanoyl chloride in 10 ml of methylene chloride is added dropwise with stirring and cooling. The mixture is stirred at room temperature for 1 hour, then shaken with 1N hydrochloric acid, sodium carbonate solution and water, and the organic phase is dried over magnesium sulfate and evaporated in a rotary evaporator. The crude product (6.7 g of colorless oil) is reacted further without purification.

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

Reference£º
Patent; Hoechst Aktiengesellschaft; US4717724; (1988); A;,
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

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

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

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

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

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

Simple exploration of 57196-62-0

57196-62-0 6-Methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride 2920335, atetrahydroisoquinoline compound, is more and more widely used in various fields.

57196-62-0, 6-Methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Titanium tetrachloride at 0 of dichloromethane (80mL) (8.8mL, 15.2g, 80mmol) was added, and then, dichloromethyl methyl ether (7.2mL, 9.2g, 80mmol) was added dropwise and, followed on 6-methoxy-1,2,3,4-tetrahydro – isoquinoline hydrochloride (4.0 g, 20 mmol) was added portionwise, followed by stirring for 3 hours the mixture at 0 C.. The reaction was stopped by slowly adding 2N HCl (50 mL), and the layers were separated. The organic layer was extracted with 1N hydrochloric acid (2 ¡Á 10 mL), and the acidic aqueous layer combined was washed with dichloromethane (1x20mL). Dichloromethane (100 mL) was added to the aqueous layer, and was adjusted to 10 with pH 10 N sodium hydroxide with ice-cooling a mixture of two layers (70 mL). Di -tert- butyl (4.8 g, 22 mmol) After addition, the mixture was stirred overnight. Dilute the reaction with dichloromethane (120 mL) and water (200 mL), and extracted with dichloromethane (2 ¡Á 100 mL) and the aqueous layer was separated. The combined organic layers were washed with water (3 ¡Á 150 mL), dried over magnesium sulfate, and concentrated. The residue oil was chromatographed on silica (200 g), first 8: 1 mixture of the n- hexane and ethyl acetate, followed by the same solvent 4: 2 with a mixture of 1, and, finally: 1 and eluted with a mixture of. The appropriate fractions were combined and concentrated and the residue triturated with n- hexane, first 5-formyl-6-methoxy-3,4-dihydro -1H- isoquinoline-2-carboxylic acid tert- butyl ester (1.72g, 5.9mmol, 29.5%), and then 7-formyl-6-methoxy-3,4-dihydro -1H- isoquinoline-2-carboxylic acid tert- butyl ester (2.88 g,. 9 .9mmol, yield 49.5%) as a colorless solids., 57196-62-0

57196-62-0 6-Methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride 2920335, atetrahydroisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; MANNKIND CORPORATION; ZENG, QINGPING; TORO, ANDRAS; PATTERSON, JOHN BRUCE; WADE, WARREN STANFIELD; ZUBOVICS, ZOLTAN; YANG, YUN; WU, ZHIPENG; (403 pag.)JP2015/214548; (2015); A;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Downstream synthetic route of 42923-77-3

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

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

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+].

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

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