Brief introduction of 1029689-82-4

1029689-82-4, 1029689-82-4 Methyl 1,2,3,4-tetrahydroisoquinoline-8-carboxylate hydrochloride 45074000, atetrahydroisoquinoline compound, is more and more widely used in various fields.

1029689-82-4, Methyl 1,2,3,4-tetrahydroisoquinoline-8-carboxylate hydrochloride is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of methyl 1,2,3,4-tetrahydroisoquinoline-8-carboxylate hydrochloride (12.37 g) and Example 1.1.11 (15 g) in dimethyl sulfoxide (100 mL) was added N,N-diisopropylethylamine (12 mL). The mixture was stirred at 50 C. for 24 hours. The mixture was then diluted with ethyl acetate (500 mL), washed with water and brine, and dried over Na2SO4. Filtration and evaporation of the solvent gave a residue that was purified by silica gel chromatography, eluting with 20% ethyl acetate in heptane, to give the title compound. MS (ESI) m/e 448.4 (M+H)+.

1029689-82-4, 1029689-82-4 Methyl 1,2,3,4-tetrahydroisoquinoline-8-carboxylate hydrochloride 45074000, atetrahydroisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; AbbVie Inc.; Boghaert, Erwin R.; Bruncko, Milan; Doherty, George; Frey, Robin R.; Judd, Andrew S.; Phillips, Andrew C.; Song, Xiaohong; Souers, Andrew J.; Sullivan, Gerard M.; Tao, Zhi-Fu; US2019/153107; (2019); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Downstream synthetic route of 22990-19-8

As the paragraph descriping shows that 22990-19-8 is playing an increasingly important role.

22990-19-8, 1-Phenyl-1,2,3,4-tetrahydroisoquinoline is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,22990-19-8

General procedure: The asymmetric transfer hydrogenation reactions were performed according to a previously reported procedure. A round bottom flask was equipped with a magnetic stirrer bar and was pre-heated on a water bath (30 C). Stock solutions of the substrates and catalyst were prepared. The amounts of reaction components were calculated in order to fulfill the following ratios: S/Cratio = 100, HCOOH/triethylamine ratio = 2.5, concentration = 7.0%(defined as: (mass of substrate + mass of catalyst + mass of formic acid + mass of triethylamine)/mass of solvent), hydrogenation mixture/substrate ratio = 8.83, total volume of reaction mixture = 2 mL (all ratios are molar). The components were transferred into the flask in the following order: acetonitrile, formic acid, triethylamine, solution of the catalyst. After five minutes, the calculated amount of the substrate solution containing 0.15 mmol of substrate was added into the reaction mixture. The samples were taken in defined time intervals. The samples were treated with a saturated solution of sodium carbonate (1 mL) and extracted three times with diethyl ether (3 1 mL). The extract was dried over sodium sulfate, filtered,and stripped in a stream of argon. The residue was dissolved in 600 muL of acetonitrile and analyzed via GC. After the addition of 20 muL triethylamine and 10 muL of ()-(R)-menthyl chloroformate,the enantioselectivity could be determined.

As the paragraph descriping shows that 22990-19-8 is playing an increasingly important role.

Reference£º
Article; ot, Petr; Vilhanov, Beta; Pechek, Jan; Vclavk, Ji; Zpal, Jakub; Kuzma, Marek; Kaer, Petr; Tetrahedron Asymmetry; vol. 25; 18-19; (2014); p. 1346 – 1351;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Some tips on 226942-29-6

226942-29-6 6-Bromo-1,2,3,4-tetrahydroisoquinoline 15885183, 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.226942-29-6,6-Bromo-1,2,3,4-tetrahydroisoquinoline,as a common compound, the synthetic route is as follows.,226942-29-6

General procedure: Amine (0.25 mmol), and bromide (0.25 mmol) were taken up in acetonitrile (0.3 mL) in a conical vial equipped with a stirrer bar. Potassium carbonate (0.5 mmol) was added followed by potassium iodide (10 mol%) if required. The vial was sealed with a screwcap and the reaction was stirred at 40 C until thin layer chromatography (TLC) indicated complete consumption of the starting materials. A precipitate was formed during the reaction which was removed by filtration and the filtrate concentrated under reduced pressure. The residue was purified by flash column chromatography and sent to the Netherlands Cancer Institute (NKI) for biological testing.

226942-29-6 6-Bromo-1,2,3,4-tetrahydroisoquinoline 15885183, atetrahydroisoquinoline compound, is more and more widely used in various fields.

Reference£º
Article; Milne, Kirsty; Sun, Jianhui; Zaal, Esther A.; Mowat, Jenna; Celie, Patrick H.N.; Fish, Alexander; Berkers, Celia R.; Forlani, Giuseppe; Loayza-Puch, Fabricio; Jamieson, Craig; Agami, Reuven; Bioorganic and Medicinal Chemistry Letters; vol. 29; 18; (2019); p. 2626 – 2631;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Simple exploration of 22990-19-8

22990-19-8 1-Phenyl-1,2,3,4-tetrahydroisoquinoline 100137, atetrahydroisoquinoline compound, is more and more widely used in various fields.

22990-19-8, 1-Phenyl-1,2,3,4-tetrahydroisoquinoline is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

22990-19-8, compound VIII 10.5g added to 105.0 ml anhydrous ethanol, adding (S) – (+)-tartaric acid 75.1g heating to reflux reaction 0.5h, then lowering the temperature to the system for 10-20 C crystallization, filtering to obtain solid; the solid using 20 ml of pure water refining, I of the obtained compound (S) – (+)-tartrate. 7. 5g, yield 42.0%.

22990-19-8 1-Phenyl-1,2,3,4-tetrahydroisoquinoline 100137, atetrahydroisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; SHANDONG JINCHENG MEDICAL AND CHEMICAL CO., LTD; Sun, bin; Zhao, chengbiao; Ma, qingshuang; Wang, xiaoguang; (7 pag.)CN105541712; (2016); A;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Some tips on 170097-67-3

170097-67-3, As the paragraph descriping shows that 170097-67-3 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.170097-67-3,2-(tert-Butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-6-carboxylic acid,as a common compound, the synthetic route is as follows.

Add 4-(4,6-dimethoxy- 1,3 ,5-triazin-2-yl)-4-methylmorpholinium chloride (26.34 g, 94.86 mmol) to solution of 2-tert-butoxycarbonyl-3 ,4-dihydro- 1H-isoquinoline-6- carboxylic acid (18.79 g, 67.76 mmol), N,O-dimethylhydroxylamine hydrochloride (7.93g, 81.31 mmol) and N-methylmorpholine (13.71 g, 14.95 mL, 135.51 mmol) in methanol (563.70 mL). Stir the mixture at room temperature overnight. Concentrate under reduced pressure. Then add ethyl acetate (250 mL) and water (250 mL) to the mixture. Separate the layers and extract the aqueous layer with ethyl acetate (150 mL). Combine the organic layers, wash with aqueous hydrochloric acid solution (2 M, 200 mL), wash withsaturated aqueous sodium chloride (200 mL) and dry over sodium sulfate. Concentrate under reduced pressure to afford the title compound (24.28 g, 75.78 mmol). MS (m/z):321 (M+1).

170097-67-3, As the paragraph descriping shows that 170097-67-3 is playing an increasingly important role.

Reference£º
Patent; ELI LILLY AND COMPANY; BURKHOLDER, Timothy Paul; DEL PRADO, Miriam Filadelfa; FERNANDEZ, Maria Carmen; HEINZ II, Lawrence Joseph; PRIETO, Lourdes; ZHAO, Genshi; WO2015/54060; (2015); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

New learning discoveries about 170097-67-3

The synthetic route of 170097-67-3 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.170097-67-3,2-(tert-Butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-6-carboxylic acid,as a common compound, the synthetic route is as follows.,170097-67-3

Example 24: Preparation of 6-intermediate hydroxymethyl-3,4-dihydro-lH-isoquinoline-2- carboxylic acid tert-butyl ester (24-95)To a solution of acid 24-94 (2.40 g, 8.65 mmol) in THF (50 mL) at room temperature is added neat BH3-DMS complex (1.8 mL, 19 mmol). The mixture is stirred at room temperature for 24 h, then sequentially quenched with H20 (10 mL) and aqueous Na2C03 solution (15 mL). After 15 min of vigorous stirring, the mixture is diluted with EtOAc, and the organic phase is separated. The organic phase is subsequently rinsed with 1 N HC1, then dried over MgS04, filtered, and concentrated in vacuo. The crude product is purified by column chromatography on silica gel (using a solvent gradient of 12-100% EtOAc:heptane) to provide the desired intermediate 24-95 (2.0 g).

The synthetic route of 170097-67-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BRENNEMAN, Jehrod Burnett; HUBER, John D.; RAUDENBUSH, Brian Christopher; SARKO, Christopher Ronald; WO2012/122340; (2012); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Downstream synthetic route of 1029689-82-4

The synthetic route of 1029689-82-4 has been constantly updated, and we look forward to future research findings.

1029689-82-4, Methyl 1,2,3,4-tetrahydroisoquinoline-8-carboxylate hydrochloride is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1029689-82-4, [000516] To a solution of methyl l,2,3,4-tetrahydroisoquinoline-8-carboxylate hydrochloride (12.37 g) and Example 1.1.10 (15 g) in dimethyl sulfoxide (100 mL) was added N,N-diisopropylethylamine (12 mL), and the mixture was stirred at 50 C for 24 hours. The mixture was then diluted with ethyl acetate (500 mL) and washed with water and brine. The organic layer was dried over sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified by silica gel chromatography, eluting with 20% ethyl acetate in hexane, to give the title compound. MS (ESI) m/e 448.4 (M+H)+.

The synthetic route of 1029689-82-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ABBVIE INC.; TAO, Zhi-Fu; DOHERTY, George; WANG, Xilu; SULLIVAN, Gerard M.; SONG, Xiaohong; KUNZER, Aaron R.; WENDT, Michael D.; MARIN, Violeta L.; FREY, Robin R.; CULLEN, Steve C.; WELCH, Dennie S.; SHEN, Xiaoqiang; BENNETT, Nathan B.; HAIGHT, Anthony R.; ACKLER, Scott L.; BOGHAERT, Erwin R.; SOUERS, Andrew J.; JUDD, Andrew S.; (623 pag.)WO2016/94509; (2016); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Downstream synthetic route of 170097-67-3

170097-67-3, The synthetic route of 170097-67-3 has been constantly updated, and we look forward to future research findings.

170097-67-3, 2-(tert-Butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-6-carboxylic acid is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

3,4-Dihydro-lH-isoquinoline-2,6-dicarboxylic acid 2-tert-buty ester (50 mg, 0.18 mmol), EDC (38.3 mg, 0.2 mmol) and EtaOBt (24.3 mg, 0.18 mmol) were combined in a reaction vial, and DMF (1 mL) was added. To the solution thus formed, N-methylmorpholine (0.22 mL, 0.2 mmol) was added and the reaction mixture was agitated for 1 hour. The urea, 1- (3-amino-benzyl)-3-(4-cyano-phenyl)-urea (40 mg, 0.15 mmol), prepared as described above, was then added as a solution in DMF (0.3 mL), and the reaction mixture was agitated for 48 h. The reaction mixture was diluted to 6 mL with dichloromethane, washed with IN HCl (3×2 mL), NaHCO3 (satd. aq., 3×2 mL, and brine (1 x 2 mL), dried and evaporated to 59 mg of an oil (95% yield). This intermediate (6-{3-[3-(4-cyano- phenyl)-ureidomethyl]-phenylcarbamoyl}-3,4-dihydro-lH-isoquinoline-2-carboxylic acid tert-butyl ester) was dissolved in dichloromethane (1 mL) and TFA (0.4 mL) was added. The reaction mixture was stirred for 2 h, then the solvents were evaporated and the resulting residue was purified directly by preparative EtaPLC using an acetonitrile/water/formic acid gradient providing the title compound (20 mg, 48% yield), MS analysis electrospray, 426 (M+Eta).

170097-67-3, The synthetic route of 170097-67-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH & CO. KG; WO2008/86047; (2008); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Brief introduction of 81237-69-6

As the paragraph descriping shows that 81237-69-6 is playing an increasingly important role.

81237-69-6, 5-Bromo-1,2,3,4-tetrahydroisoquinoline is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,81237-69-6

(R)-perfluorophenyl (1,1,1-trifluoro-3-((4-methoxybenzyl)oxy)propan-2-yl) carbonate (60 mg, 0.13 mmol) in acetonitrile (2 mL) was added into cold 0 C. solution of 5-bromo, 1,2,3,4-tetrahydroisoquinoline (30 mg, 0.14 mmol) and N,N-diisopropylethylamine (0.05 mL, 0.39 mmol) in acetonitrile (4 mL). The resulting reaction mixture was allowed to come to room temperature and stirred for 1 hour. Then, the reaction was diluted in dichloromethane (25 mL) and washed with water (2*15 mL). The organic extracts were dried over anhydrous NaSO4. The solvents were removed under vacuum and the residue was purified on silica gel (Biotage; eluting solvents hexanes:EtOAc 4/1 ratio) to afford (R)-1,1,1-trifluoro-3-((4-methoxybenzyl)oxy)propan-2-yl 5-bromo-3,4-dihydroisoquinoline-2(1H)-carboxylate as colorless oil. 1H NMR (400 MHz, CDCl3) delta ppm 7.46-7.45 (m, 1H), 7.25-7.16 (m, 2H), 7.08-7.06 (m, 2H), 6.84-6.82 (m, 2H), 5.52-5.51 (sept, 1H), 4.64-4.61 (m, 2H), 4.52-4.44 (m, 2H), 3.78 (s, 3H), 3.76-3.71 (m, 3H), 2.90-2.87 (m, 2H).

As the paragraph descriping shows that 81237-69-6 is playing an increasingly important role.

Reference£º
Patent; Malamas, Michael; Makriyannis, Alexandros; Lamani, Manjunath; Farah, Shrouq I.; US2019/152917; (2019); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Analyzing the synthesis route of 17680-55-6

17680-55-6 7-Bromo-1,2,3,4-tetrahydroisoquinoline 10729255, 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.17680-55-6,7-Bromo-1,2,3,4-tetrahydroisoquinoline,as a common compound, the synthetic route is as follows.,17680-55-6

EXAMPLE 105; To a solution of Intermediate 21 (150 mg, 0.43 mmol) in dichloromethane (10 mL) was added EDC (170 mg, 0.86 mmol), HOAt (59 mg, 0.43 mmol) and Intermediate 21 (91 mg, 0.43 mmol) and the resulting mixture was stirred at room temperature for 3 days. The reaction was quenched with water and diluted with 20 mL of dichloromethane. The organic layer was separated and the aqueous layer was extracted with DCM (2¡Á20 mL). The organics were combined, dried over sodium sulfate, filtered and evaporated under reduced pressure. The residue was purified by preparative TLC (eluant: 7% ethanol: 92% dichloromethane: 1.0% NH4OH) to yield 121 mg (50%) of the final desired product as a mixture of two cis isomers. LC-MS for C29H36BrFN2O calculated 526.28, found [M+H]+ 527 and [(M+2)+H]+ 529.

17680-55-6 7-Bromo-1,2,3,4-tetrahydroisoquinoline 10729255, atetrahydroisoquinoline compound, is more and more widely used in various fields.

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